Zimitib

Zimitib

Zimitib

Zimitib

Admin / June 17, 2015 / Photography, Video

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Composition

Zimitib -100

Each Capsule contains:

Imatinib Mesylate       IP     100 mg.

Excipients............................ q.s.

Zimitib -400

Each Film coated tablet contains:

Imatinib Mesylate       IP     400 mg.

Excipients.................... q.s.

Description

Imatinib is a small molecule kinase inhibitor. Imatinib mesylate is designated chemically as 4-[(4-Methyl-I-piperazinyl) methyl]-N- [4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl] amino]- phenyl] benzamidemethanesulfonate and its structural formula is

Imatinib mesylate is a white to off-white to brownish or yellowish tinged crystalline powder. Its molecular formula is C29H31N7O. CH4SO3 and its molecular weight is 589.7 Imatinib mesylate is soluble in aqueous buffers < pH 5.5 but is very slightly soluble to insoluble in neutral/alkaline aqueous buffers. In non-aqueous solvents, the drug substance is freely soluble to very slightly soluble in dimethyl sulfoxide, methanol and ethanol, but insoluble in n-octanol, acetone and acetonitrile.

 

Mechanism of Action / Pharmcodynamics

Imatinib mesylate is a protein-tyrosine kinase inhibitor that inhibits the bcr-abl tyrosine kinase, the constitutive abnormal tyrosine kinase created by the philladelphia chromosome abnormality in CML. Imatinib inhibits proliferation and induces apoptosis in ber-abl positive cell lines as well as fresh leukemil cells from Philadelphia chromosome positive chronic myeold leukemia Imatinib inhibits colony formation in assays using exvivoperipheral blood and bone marrow samples from CML patients.

In vivo, imatinib inhibits tumor growth of bcrabl-tranofactedmunne myeloid cells as well as bcr-abl-positive leukemia lines derived from CML patients in blast crisis.

Imatinib is also an inhibitor of the receptor tyrosine kinases for platelet-dervied growth factor (PDGF) and stem cell factor (SCF), C-Kit, and inhibits PDGF and SCF-mediated cellular events in Vitro, imatinib inhibits proliferation and induces apoptosis in GIST cells, which express an activating c-Kit mutation.

Pharmacokinetics

The pharmacokinetics of Imatinib are similar in CML and GIST patients. Imatinib is well absorbed after administration with Cmax achieved within 2-4 hours post dose. Mean absolute bioavailibility is 98%. Following oral administration in healthy volunteers, the elimination half-lives of imatinet and its major active metabolite, the N-demethyl derivative (CGP74588), are approximately 18 and 40 hours respectively. Mean imatinib AUG increases proportionally with increasing doses ranging from 25 mg -1,000 mg. There is no significant change in the pharmacokinetics of imatinib on repeated dosing and accumulation is 1.5- to 2.5 -fold at steady state when imatinib is dosed once daily. At clinically relevant concentrations of imatinib, binding to plasma proteins in vitro experiments is approximately 95% mostly to albumin and a1 -acid glycoprotein.

CYP3A-4 is the major enzyme responsible for metabolism of imatinib, Other Cytochrome 7450 enzymes, such as CYP1A2, CYP2D6, CYP2C9, and CYP2C19, play a minor role in its metabolism The main circulating active metabolite in humans is the N-demethyatedpiperazinedenvative formed predominantly by CYP3A4. it shows in vitro potency similar to the parent imatinib. The plasma AUC for the metabolite is about 15% of the AUC for imatinib. The plasma protein binding of N-demonstrated that metabolite CGP74588 is similar to that of the parent compound. Human liver microsone studies demonstrated that Zimitib is a potent competitive inhibitor of CYP2C9, CYP2D6, and CYP3A/5 with Kivalues of 27,7.5 and 8um, respectively.

Imatinib elimination is predominately in the feces, mostly as metabolites Based on the recovery of compound (s) after an oral 14C-labeled dose of imatinib, approximately 81% of the dose was eliminated within 7 days in feces (68% of dose) and urine (15% of dose) Unchanged imatinib accounted for 25% of the dose (5% urine, 20% feces) the remainder being metabolities.

Typically, clearance of imatinib in a 50-year-old patient weighting 50 kg is expected to be 8 L/h, while for a 50-year old patient weighing 100 kg the clearance will increase to 14 L/h. The inter-patient variability of 40% in clearance dose not warrant initial dose adjustment based on body weight and/or age but indicates the need for close monitoring for treatment related toxicity.

Indications

Patients with Philadelphia chromosome positive chronic myeloid leukemia in blast crisis, accelerated phase, or in chronic phase after failure of interferon-alpha therapy.

Pediatric-patients with Ph+CML in chronic phase

Adult patients with relapsed or refractory Philadelphia chromosome positive acute lymphobiastic leukemia (ph+ Acute Lymphobiastic Leukemia (ALL)

Patients with Kit (CD117) positive unresectable and/or metastatic malignant gastrointestinal stromal tumors (Kit+ Gastroinlestinal Stromal Tumors (GIST)

Dosage & Administration

The prescribed dose should be administered orally, with a meal and a large glass of water. Doses of 400 mg or 600 mg should be adminstered once daily, whereas a dose of 800 mg should be administered as 400 mg twice a day.

Treatment may be continued as long as there is no evidence of progressive disease or unacceptable toxicity. Adult Patients with Ph+CML CP.AP and BC

The recommended dose of Zimitib is 400mg/day for adult patents in chronic phase CML and 600 mg/day for adult patients in accelerated phase or blast orisis.

In CML, a dose increase from 400 mg to 600 mg in adult patients with chronic phase disease, or from 600 mg to 800 mg (given as 400 mg twice daily) in adult patients in accelerated phase or blast crisis may be considered in the absence of severe adverse drug reaction and severe non-leukemia related neutropenia or thrombocytopenia in the following circumstances: disease progression (at any time), failure to achieve a satisfactory hermatologic response after at least 3 months of treatment, failure to achieve a cytogenetic response after 6-12 months of treatment, or loss of a previously achieved hematologic or cytogenetic response.

Pediatric Patients with Ph+ CML

The recommended dose of Zimitib for children with newly diagnosed Ph+ CML is 340 mg/m2/day (not to exceed 600 mg). The recommended Zimitib dose is 260 mg/m2/day for children with Ph+ chronic phase CML recurrent after stem cell transplant or who are resistant to interferon-alpha therapy.

Ph+All

The recommended dose of Zimitib is 600 mg/day for adult patients with relapsed/refractory Ph+ALL Kit+ Gastrointestinal Stromal Tumors (GIST).

The recommended dose of Zimitib is 400 mg/day or 600 mg/day for adult patients with unresectable and /or metastatic, malignant GIST.

Dose Modification Guidelines:

Concomitant strong CYP3A4 Inducers: The use of concomitant strong CYP3A4 inducers should be avoided (e.g dexamethasone, phenybin, carbamazepine, infarrpin, rifabutin, rifarnapacin, phenobarbital). It patients must be co-adminsitered a strong CYP3A4 inducer, based on pharmacokinetic studies, the dosage of Zimitib should be increased by at least 50%, and clinical response should be carefully monitored.

Hepatic Impairment : Patients with mild and moderate hepatic impairment do not require a dose adjustment and should be treat as per the recommended dose. A 25% decrease in the recommended dose should be used for patients with severe hepatic Impairment.

Dose Adjustment for Hepatotoxicity and Non-Hematologic Adverse Reactions

If alevations in Infubin>3xinstitutional upper limit of normal (IULN) or in liver transminases>5xIUL N occur, Zimitib should be withheld until bilarubin levels have returned to a <1.5 x[ULN and transminase levels to <2.5 X IULN. In adults treatment with Zimitib may then be continued at a reduced daily dose (i.e., 400 mg to 300 mg., 600 mg to 00 mg or 800 mg to 600 mg ), In children, daily doses can be reduced under the same circumstances from 340 mg/m2/day to 260 mg/m2/day or from 260 mg/m2 day to 200 mg/m2 respectively.

If a sevee non-hematotogic adverse reaction develops (such as severe hepatotoxicity or severe fluid retention).

Zimitib should be withheld until the event has resolved. Thereafter, treatment can be resumed as appropriate depending on the initial severity of the event.

Warnings

Pregnancy: Pregnancy Category D

Women of childbearing potential should be advised to avoid becoming pregnant while taking Zimitib . If the patient becomes pregnant while taking this drug. the patient should be apprised of the potential hazard to the fetus.

Fluid Retention and Edema

Zimitib is often associated with edema and occasionally serious fluid retention. Patients should be weighed and monitored regularly for signs and symptoms of fluid retention. An unexpected rapid weight gain should be carefully investigated and appropriate treatment provided. The probability of edema was increased with higher Zimitib dose and age>65 years in the CML patients. Severe superficial edema and severe fluid retention (pieural effusion, pulmonary edema and ascities) were reported in 1% -6% of patients taking Zimitib for GIST.

Hematologic Toxicity

Treatment with Zimitib is associated with anemia, neutropenia, and thrombocytopenia complete blood counts should be performed weekly for the first month, on weekly for the second month, and periodically thereafter as clinically indicated (for exarmple, every 2-3 months) In CML, the occurrence of these cytopenias is depended on the stage of disease and is more frequent in patients with accelerated phase CML or blast crisis than in patients with chronic phase CML in pediatric CML patients the most frequent toxicities observed were grade 3 or 4 cytopenias including neutropenia, thrombocytopenia and anemia, These generally occur, within the first several months of therapy.

Severe Congestive Heart failure and Left Ventricular Dysfunction.

Severe congestive heart failure and left ventricular dysfunctionhave occasionally been reported in patients taking Zimitib . Most of the patients with reported cardiac reactions have had other co-morbidities and risk factors, including advanced age and previous medical history of cardiac disease.

Hepatotoxicity

Hepatotoxicity, occasionally severe, may occur with Zimitib , Liver function (transaminases, billirubin, and alkaline phosphatase) should be moniored before initiation of treatment and monthly) or as clinically indicated. Laboratory abnormalities should be managed with interruption and /or dose reduction of the treatment with Zimitib .

Hemorrhage

In CML Patients 1.8% of patients had Grade 3/4 hemorrhage. In GIST patients, seven patients (5%) four in the 600 mg dose group and three in the 400 mg dose group, had a total of eight reactions of CTC Grade 3/4 gastrointestinal (GI) bleeds (3 patients), intra-tumpral bleeds (3 patients) or both (1 patient). Gastrointestinal tumor sites may have been the source of Gl bleeds

Precautions

Pregnancy: Pregnancy Category D:

Women of childbearing potential should be advised to avoid becoming pregnant while taking Zimitib . If the patient becomes pregnant while taking this drug. the patient should be apprised of the potential hazard to the fetus.

Fluid Retention and Edema:

Zimitib is often associated with edema and occasionally serious fluid retention. Patients should be weighed and monitored regularly for signs and symptoms of fluid retention. An unexpected rapid weight gain should be carefully investigated and appropriate treatment provided. The probability of edema was increased with higher Zimitib dose and age>65 years in the CML patients. Severe superficial edema and severe fluid retention (pieural effusion, pulmonary edema and ascities) were reported in 1% -6% of patients taking Zimitib for GIST.

Hematologic Toxicity:

Treatment with Zimitib is associated with anemia, neutropenia, and thrombocytopenia complete blood counts should be performed weekly for the first month, on weekly for the second month, and periodically thereafter as clinically indicated (for exarmple, every 2-3 months) In CML, the occurrence of these cytopenias is depended on the stage of disease and is more frequent in patients with accelerated phase CML or blast crisis than in patients with chronic phase CML in pediatric CML patients the most frequent toxicities observed were grade 3 or 4 cytopenias including neutropenia, thrombocytopenia and anemia, These generally occur, within the first several months of therapy.

Severe Congestive Heart failure and Left Ventricular Dysfunction.

Severe congestive heart failure and left ventricular dysfunctionhave occasionally been reported in patients taking Zimitib . Most of the patients with reported cardiac reactions have had other co-morbidities and risk factors, including advanced age and previous medical history of cardiac disease.

Hepatotoxicity:

Hepatotoxicity, occasionally severe, may occur with Zimitib , Liver function (transaminases, billirubin, and alkaline phosphatase) should be moniored before initiation of treatment and monthly) or as clinically indicated. Laboratory abnormalities should be managed with interruption and /or dose reduction of the treatment with Zimitib .

Hemorrhage:

In CML Patients 1.8% of patients had Grade 3/4 hemorrhage. In GIST patients, seven patients (5%) four in the 600 mg dose group and three in the 400 mg dose group, had a total of eight reactions of CTC Grade 3/4 gastrointestinal (GI) bleeds (3 patients), intra-tumpral bleeds (3 patients) or both (1 patient). Gastrointestinal tumor sites may have been the source of Gl bleeds

Gastrointestinal Disorders:

Zimitib is sometimes associated with GI irritation. Zimitib should be taken with food and a large glass of water to minimize this problem. There have been rare reports, including fatalities, of gastrointestinal perforation.

In patients with hyperesoinophilic syndrome and cardiac involvement, cases of cardiogenic shock/left ventricular dysfunction have been associated with the initiation of imatinib therapy. The condition was reported to be reversible with the administration of systemic steroids, circulatory support measures and temporary withholding imatinib.

Dermatologic Toxicities:

Bullous dermatologic reactions, including erythmamultiforme and Stevens - Johnson syndrome, have been reported with use of Zimitib .

Carcinogenesis, Mutagenesis, Impairment of Fertility

Human studies on male patients receiving Zimitib and its affect on male fertility and spermatogenesis have not been performed. Male patients concerned about their fertility on Zimitib treatment should consult with their physician.

Nursing Mothers:

It is not known whether imatinibmesylate or its metabolities are excreted in human milk, a decision should be made whether to discontinue nursing or to discontinue the drug, taking into account the importance of the drug to the mother.

Pediatric Use:

Zimitib safely and efficacy have been demonstrated in children with newly diegnosedPh+ chronic phase CML and in children with Ph+ chronic phase CML with recurrence after stem-cell transplantation or resistance to interferon-alpha therpy.

Geriatric Use:

No difference was observed in the safely profile in patients older than 65 years as compared to younger patients, with the exception of a higher-frequency of edema. The efficacy of Zimitib was similar in older and younger patients.

Hepatic Impairment:

The effect of hepatic impairment on the pharmacokinetics of both imatinib and its major metabolite, CGP74588, was asessed in 84 cancer patients with varying degrees of hepatic Impairment at Imatinib dose ranging from 100-800 mg. Exposure to both imatinib and CGP74588 was comparable between each of the mildly and moderately hepatically-impaired groups and the normal group. Patients with severe hepatic impairment tend to have higher exposure to both imatinib and its metabolite than patients with normal hepatic function. At steady state the mean Cmax/dose and AUC/dose for imatinib increased by about 63% and 45% respectively, in patients with severe hepatic impairment compared to patients with normal hepatic function. The mean Cmax/dose and AUC/dose for CGP74588 increased by about 56% and 55%, respectively, in patients with severe hepatic impairment compared to patients with normal hepatic function.

Renal Impairment:

No clinical studies were conducted with Zimitib in patients with decreased renal function (studies excluded patients with serum creatinine concentration more than 2 times the upper limit of the normal range)

Adverse Reactions (Side Effects)

Because clinical trials are conducted under widely varying conditions, the adverse reaction rates observed cannot be directly compared to rates on other clinical trials and may not reflect the rates observed in clinical practice.

Chronic Myeloid Leukemia:

The majority of Zimitib -treated patients experienced adverse reactions at some time. Most reactions were of mild-to-moderate grade, but drug was discontinued for drug -related adverse reactions in 2.4% of newly diagnosed patients, 4% of patients in chronic phase after failure of interferon-alpha therapy 4% in accelerated phase and 5% in blast crisis.

The most frequently reported drug-related adverse reactions were edema, nausea and vomiting, muscle ramps, musculoskeletal pain, diarrhea and rash. Edema was most frequently periorbital or in lower limbs and was managed with diuretics, other supportive measurers, or by reducing the dose of Zimitib . The frequency of severe superficial edema was 1.5% -6%.

A variety of adverse reactions represent local or general fluid retention including pleural effusion, ascites, pulmonary edema and rand weight gain with or without superficial edema. These reactions appear to be dose related, were more common in the blast crisis and accelerated phase studies (where the dose was 600 mg/day), and are more common in the elderly. These reactions were usually managed by interrupting Mesylonitic treatment and using diuretics or other appropriate supportive care measurers.

Hematologic Toxicity:

In patients with newly diagnosed CML, cytopenias were less frequent than in the other CML patients. The frequency of grace 3 or 4 neutropenia and thrombocytopenia was between 2 and 3 fold higher in blast crisis and accelerated phase compared to chronic phase. The median duration of the neutropenic and thrombocytopenic episodes varies from 2 to 3 weeks, and from 2 to 4 weeks respectively.

These reactions can usually be managed with either a reduction of the dose or an interruption of treatment within Zimitib , but in rare cases require permanent discontinuation of treatment.

Hepatotoxicity:

Severe elevation of transminases or billirubinoccured in approximately 5% of CML patients (see Table 4) and were usually managed with dose reduction or interruption (the median duration of these episodes was approximately 1 week). Treatment was discontinued permanently because of liver laboratory abnormalities in less than 1.0% of CML patients, One patient, who was taking acetaminophen regularly for fever died of acute liver failure. In the GIST trial, grade 3 or 4 SGPT (ALT) alevations were observed in 6.8% of patients and grade 3 or 4 SGOT (AST) elevations were observed in 4.8% of patients. Bilirubin elevation was observed in 2.7% of patients

Acute Lymphoblastic Leukemia:

The adverse reactions were similar for Ph+ All as for CML. The most frequently reported drug-related adverse reactions reported in the Ph+All studies were mild nausea and vomiting, diarrhea, myalgia, muscle cramps and rash which were easily manageable.

Gastrointestinal Stromsl Tumors:

The majority of Zimitib -treated patients experienced adverse reactions at some time. The most frequently reported adverse reactions were edema, nausea, diarrhea, abdominal pain, muscle cramps, fatigue, and rash Most reactions were of mild-to-moderate severity, Drug was discontinued for adverse reactions in patients (5%) in both dose levels studied. Superficial edema, most frequently periorbital or lower extremity edma, was managed with diuretics, other supportive measures, or by reducing the dose of Zimitib . Severe (CTC Grade 3/4) superficial edema was observed in 3 patients (2%), including facial edema in one patient Grade 3/4 pleural effusion or ascities was observed in 3 Patients (2%)

 The following less common (estimated 1% -10%), infrequent (Estimated 0.1%-1%) and rare (estimated less than 0.1%) adverse reactions have been reported during clinical trials of Zimitib . These reactions are included based on clinical relevance.

Cardiovascular Infrequent Cardiac Failure, tachycardia, hypertension, hypotension, flushing, peripheral, coldness.

Rare : Pericarclitis

Clinical Laboratory Tests Infrequent blood CPK Increased blood LDH increased Dermatologic less common: dry skin, alopecia

Infrequent : exfoliative dermatitis, bullous eruption, nail disorder, skin pigmentation changes, photosensitivity reaction, purpura, psoriasis)

Rare : Vesicular rash ,stevens-johnson syndrome, acute generalized exanthemalouspustulosis, acute febrile neutrophillic dermatosis (sweet's syndrome)

Digestive : Less common, abdominal distention, gastroesophageal reflux, mouth ulceration Infrequent: gastric ulcer, gastroenteritis, gastritis.

Rare : colitis, ileus/intestinal obstruction, pancreatitis, diverticulitis, tumor hemorrhage/tumor necrosis, gastointestinal perforation.

General Disorders and Administration Site Conditions: Rare : tumor necrosis

Hermatologic : Infrequent Pancytopenia

Rare : Aplastic anemia

Hepatobilary, infrequent hepatitis

Rare hypercalercia, hyponatrenia

Musculoskeletal : Less common joint selling Infrequent sciatitics , joint and muscle stiftness

Rare : avascular necrosis/hip osteonecrosis.

Nervous System Psychiatric less common paresthesia

Infrequent depression anxiety, syncope, peripheral neuropathy, sornolence, migraine, memory impairment Rare: increased intracranial pressure, cerbral edema (including facalities), confusion, convulsiors

Renal : Infrequent renal failure, urinary frequency, hematuria.

Reproductive : Infrequent : breast enlargement, menorrhiagia, sexual dysfunction

Respiratory : Rare : Interstitial pneumonitis, pulmonary fibrosis

Special Senses : Less common conjunctivitis, vision blurred Infrequent conjunctival hemorrhage, dry eye, vertigo, tinnitus Rare: macular edema, papillederma, retinal hemorrhage, glaucoma, vitreous hemorrhage Vascular Disorders: Rare thrombosis/embolism.

Drug Interactions

Agents inducing CYP3A Metabolism:

Pretreatment of healthy volunteers with multiple doses of rifampin followed by a single dose of Zimitib , increased Zimitib oral-dose clearance by 3.8 fold, which significantly ( p<0.05) decreased mean Cmax and AUC. If alternative treatment cannot be administered, a dose adjustment should be considered.

Agents Inhibiting CYP3A Metabolism:

There was a significant increase in exposure to imatinib (mean Cmax and AUC increased by 26% and 40% respectively) in healthy subjects when Zimitib was co-administered with a single dose of Ketoconazole (a CYP3A4 inhibitor). Caution is recommended when administering Zimitib with strong CYP3A4 inhibitors (e.g) Ketoconazole, itraconazole, clarithromycin, alazanavir, indinavir, nefazodine, nelobnavir, nitonavir, saquinavirtelithromycin and voriconazole) Grapefruit juice may also increase plasma concentrations of imatinib and should be avoided . Substances that inhibit the cytochrome P450 soenzyme (CYP3A4) activity may decrease metabolim and increase imatinib concentrations.

Interactions with Drug Metabolized by CYP3A4:

Zimitib increases the mean Cmax and AUC of imcitabin (CYP3A4 substrate) 2- and 3.5 fold, respectively suggesting an inhibition of the CYP3A4 by Zimitib . Particular caution is recommended when administering Zimitib with CYP3A4 substrates that have a narrow therapeutic window (e.g. alfentaril, cyclosporine, dierogotamine, ergotamine, tentarryl, plrnozide, quinidine, sirplmus, or facrolimus)

Zimitib will increase plasma concentration of other CYP3A4 metabolized drug (e.g. triazoiolbenzodiazpines, dihydrophyridine calcium channel biockers certain HMG-CoA reductase inhibitors, etc) Because warfarin is metabolized by CYP2C9 and CYP3A4 patients who require anticoagulation should receive low-molecular weight or standard heparin instead of warfarin.

Interactions with Drugs Metabolized by CYP2D6:

In vitro, Zimitib inhibits the cytochrome P450 isoenzyme CYP2D6 activity at similar concentrations that affect CYP3A4 activity. Systemic exposure to substraties of CYP2D6 is expected to be increased when coadminstered with Zimitib two specific studies have been performed caution is recommended.

Interaction with Acetarnihophen:

In Vitro, Zimitib inhibits acetaminophen O-glucuronidation (Ki value of 58.5 uM) at therapeutic levels. Systemic exposure to aceterinophen is expected to be increased when co-administered with Zimitib , No specific studies in humans have been performed and cautions recommended.

Overdose & Contradiction

Experience with doses greater than 800 mg is limited. isolated cases of Zimitib overdose have been reported. In the event of overdosage, the patient should be observed and appropriate supportive treatment given.

CONTRAINDICATIONS

Use of Imatinib mesylate is contraindicated in patients with hypersensitivity to Imatinib or to other components of Imatinib Mesylate.

Storage

Store below 25°C. Protect from light.

Presentation

Zimitib -100 Available in blister of 10 capsules

Zimitib -400 Available in blister of 10 tablets

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