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Zalcitabine

Zalcitabine Structure
CAS No.
7481-89-2
Chemical Name:
Zalcitabine
Synonyms
DDC;Hivid;dideoxycytidine;2',3'-DIDEOXYCYTIDINE;D 2C;ddCyd;I-livid;2',3'-ddC;2',3'-ddC;NSC 606170
CBNumber:
CB2369466
Molecular Formula:
C9H13N3O3
Molecular Weight:
211.22
MOL File:
7481-89-2.mol
MSDS File:
SDS
Modify Date:
2024/3/22 17:12:53

Zalcitabine Properties

Melting point 217-218 °C(lit.)
Boiling point 350.9°C (rough estimate)
alpha D25 +81° (c = 0.635 in water)
Density 1.2605 (rough estimate)
refractive index 78 ° (C=0.5, H2O)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility DMSO (Slightly, Heated), Methanol (Slightly), Water (Slightly, Sonicated)
form powder
pka 14.44±0.10(Predicted)
color colorless
Water Solubility 5-10 g/100 mL at 19 ºC
Merck 14,10109
BRN 654956
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey WREGKURFCTUGRC-POYBYMJQSA-N
CAS DataBase Reference 7481-89-2(CAS DataBase Reference)
IARC 2B (Vol. 76) 2000
EPA Substance Registry System Cytidine, 2',3'-dideoxy- (7481-89-2)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H351
Precautionary statements  P281
Hazard Codes  Xn,C
Risk Statements  40-36/37-34
Safety Statements  22-36-45-36/37/39-27-26
WGK Germany  3
RTECS  HA3870000
10-23
HS Code  2934990002
NFPA 704
1
2 0

Zalcitabine price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D5782 2′,3′-Dideoxycytidine ≥98% (HPLC) 7481-89-2 100MG ₹17720.53 2022-06-14 Buy
Sigma-Aldrich(India) D5782 2′,3′-Dideoxycytidine ≥98% (HPLC) 7481-89-2 250MG ₹38677.73 2022-06-14 Buy
Sigma-Aldrich(India) D5782 2′,3′-Dideoxycytidine ≥98% (HPLC) 7481-89-2 500MG ₹64084 2022-06-14 Buy
SRL 47248 2,3-Dideoxycytidine (ddC) extrapure, 98% 7481-89-2 25mg ₹3150 2022-05-26 Buy
Product number Packaging Price Buy
D5782 100MG ₹17720.53 Buy
D5782 250MG ₹38677.73 Buy
D5782 500MG ₹64084 Buy
47248 25mg ₹3150 Buy

Zalcitabine Chemical Properties,Uses,Production

Description

Zalcitabine is an orally active dideoxynucleoside andog for combination use with zidovudine in advanced HIV infection and also as monotherapy for AIDS patients who cannot tolerate or have not responded to zidovudine. It has a similar mechanism of action (inhibition of reverse transcriptase) to didanosine. Like didanosine, its side effect profile includes peripheral neuropathy. Unlike zidovudine, zalcitabine does not cause bone marrow suppression.

Chemical Properties

White to Off-White Cyrstalline Powder

Indications

Zalcitabine (ddC, Hivid) is a cytidine analogue active against HIV-1, HIV-2, and hepatitis B virus. It is used for the treatment of HIV infection in adults and asymptomatic children as part of a multidrug regimen. It may be less effective than the other nucleoside inhibitors and is used less frequently.

Definition

ChEBI: A pyrimidine 2',3'-dideoxyribonucleoside compound having cytosine as the nucleobase.

General Description

Zalcitabine, 2',3'-dideoxycytidine or ddCyd, is an analog ofcytosine that demonstrates activity against HIV-1 and HIV-2,including strains resistant to AZT. The potency (in peripheralblood mononuclear cells) is similar to that of AZT, but thedrug is more active in populations of monocytes andmacrophages as well as in resting cells.
The oral bioavailability of zalcitabine is over 80% in adultsand less in children.The major dose-limiting side effect isperipheral neuropathy, characterized by pain, paresthesias,and hypesthesia, beginning in the distal lower extremities.These side effects are typically evident after several months oftherapy with zalcitabine. A potentially fatal pancreatitis is anothertoxic effect of treatment with ddC. The drug has beenapproved for the treatment of HIV infection in adults with advanceddisease who are intolerant to AZT or who have diseaseprogression while receiving AZT. ddC is combined with AZTfor the treatment of advanced HIV infection.

Air & Water Reactions

Water soluble.

Reactivity Profile

Zalcitabine may be sensitive to prolonged exposure to light.

Fire Hazard

Flash point data for Zalcitabine are not available; however, Zalcitabine is probably combustible.

Pharmacology

Peripheral neuropathy occurs in up to 50% of patients taking zalcitabine. Stomatitis, esophageal ulceration, hepatotoxicity, rash, and pancreatitis may occur. Zalcitabine should be used with caution in individuals with a history of pancreatitis, liver disease, or alcohol abuse. Dosage adjustment is necessary for individuals with renal impairment. Zalcitabine should not be used in combination with didanosine, lamivudine, or stavudine.

Pharmacokinetics

Zalcitabine (ddC) is a useful alternate drug to ZDV and is given in combination with ZDV when CD4 cell counts fall to less than 300 cells/mm3 . Monotherapy with ddC is more active than ZDV. Its oral bioavailability is 87%, and its plasma half-life is approximately 1 hour. In low doses (0.005 mg/kg every 4 hours), ddC produces sustained decrease in p24 antigen level and increase in CD4 cell counts. The CSF fluid/plasma ratio of ddC is 0.2. Following oral administration, bioavailability of ddC is less than 80%, which is further reduced when taken with food. The mean maximum plasma concentration of the drug also is reduced from 25.2 to 15.5 ng/mL when the drug was taken with food.

Side effects

It has side effects, such as stomatitis, rash, fever, malaise, arthritis, and arthralgia.

Metabolism

Dideoxyuridine is the major metabolite in urine and feces. The drug penetrates the blood-brain barrier. The major toxicity of ddC is peripheral neuropathy, in which case it should be discontinued. In some cases, pancreatitis occurs when given alone or in combination with ZDV."

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