Cytarabine
Also known as Ara-C, Cytosine arabinoside, Aracytidine
Key facts
What buyers check first
- Appearance
- Prisms from 50% ethanol
- Melting point
- 212 to 213
- Solubility
- 1 G IN ABOUT 5 ML WATER & 500 ML ALC, 1 G IN ABOUT 1000 ML CHLOROFORM & 300 ML METHANOL
- HS code
- 293499
- Category
- Oncology and immunology drugs

What is Cytarabine?
Plain description, key identifiers and synonyms
Cytarabine is a pyrimidine nucleoside in which cytosine is attached to D-arabinofuranose via a beta-N1-glycosidic bond. Used mainly in the treatment of leukaemia, especially acute non-lymphoblastic leukaemia, cytarabine is an antimetabolite antineoplastic agent that inhibits the synthesis of DNA. It also has antiviral and immunosuppressant properties. It has a role as an antiviral agent, an antimetabolite, an antineoplastic agent and an immunosuppressive agent. It is a pyrimidine nucleoside, a beta-D-arabinoside and a monosaccharide derivative. It is functionally related to a cytosine.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
- CAS number
- 147-94-4 CAS number cross-checked
- EC number
- 205-705-9
- Molecular formula
- C9H13N3O5
- UNII
- 04079A1RDZ
- MDL number
- MFCD00066487
- InChIKey
- UHDGCWIWMRVCDJ-CCXZUQQUSA-N
- InChI
- InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1
- Canonical SMILES
- Nc1ccn(C2OC(CO)C(O)C2O)c(=O)n1
- Isomeric SMILES
- C1=CN(C(=O)N=C1N)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)O
Synonyms
- Ara-C
- Cytosine arabinoside
- Aracytidine
- Cytosar
- Cytarabinoside
- Arabinocytidine
- Spongocytidine
- Aracytin
- Alexan
- Depocyt
- Udicil
- Cytosar-U
- Aracytine
- Arabitin
- Erpalfa
- Cytarabina
- Arafcyt
- 1-beta-D-Arabinofuranosylcytosine
- DepoCyte
- Cytosine beta-D-arabinofuranoside
- arabinocytosine
- Citarabina
- Cytarabinum
- Arabinofuranosylcytosine
- 4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinone
Show all 39 synonymsShow fewer synonyms
- Cytosinearabinoside
- Arabinosylcytosine
- beta-D-Arabinosylcytosine
- Cytarabin
- Cytosine arabinofuranoside
- Cytosine beta-D-arabinoside
- Arabinoside C
- 1beta-D-Arabinosylcytosine
- Cytosine 1-beta-D-arabinofuranoside
- Cytosine-1-beta-D-arabinofuranoside
- Cytosine arabinose
- cytarabine liposome
- 1beta-Arabinofuranasylcytosine
- Beta-cytosine arabinoside
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Prisms from 50% ethanolexp.Measured value |
|---|---|
| Odour | ODORLESSexp.Measured value |
| Melting point | 212 to 213exp.Measured value |
| Solubility | 1 G IN ABOUT 5 ML WATER & 500 ML ALC, 1 G IN ABOUT 1000 ML CHLOROFORM & 300 ML METHANOLexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 243.22 g/molcalc.Computed value |
|---|---|
| Exact mass | 243.0855 Dacalc.Computed value |
| LogP (octanol/water) | -2.56calc.Computed value |
| Topological polar surface area | 130.8 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 4calc.Computed value |
| Hydrogen bond acceptors | 7calc.Computed value |
| Rotatable bonds | 2calc.Computed value |
| Heavy atoms | 17calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.56calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 4calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H317May cause an allergic skin reaction.
- H340May cause genetic defects.
- H360May damage fertility or the unborn child.
- H361Suspected of damaging fertility or the unborn child.
Precautionary statements (11)
- P203Obtain, read and follow all safety instructions before use.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P302 + P352If on skin: Wash with plenty of water.
- P318If exposed or concerned, get medical advice.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidCytarabine suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, Ahmedabad ManufacturerUnclaimed profileCytarabineGrade, purity and minimum order on requestPrice on request
- China, HangzhouUnclaimed profileCytarabineGrade, purity and minimum order on requestPrice on request
- Iran, Tehran ManufacturerUnclaimed profileCytarabineGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileCytarabineGrade, purity and minimum order on requestPrice on request
- China, Shanghai ManufacturerUnclaimed profileCytarabineGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileCytarabineGrade, purity and minimum order on requestPrice on request
- India, Pune ManufacturerUnclaimed profileCytarabineGrade, purity and minimum order on requestPrice on request
- China, Xinxiang CityUnclaimed profileCytarabineGrade, purity and minimum order on requestPrice on request
- China, SuzhouUnclaimed profileCytarabineGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileCytarabineGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
123 suppliers in 19 countries
- China40
- United States37
- India15
- Germany5
- United Kingdom5
- Spain4
- and 13 more countries
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Cytarabine price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Therapeutic category: Antineoplastic, antiviral.
Veterinary medication:.
Industries and functions
Pharmacological actions
- Antimetabolites, Antineoplastic
- Antiviral Agents
- Immunosuppressive Agents
Roles
- anti-anaemic agent
- anti-inflammatory agent
- anticoagulant
- antifibrotic agent
- antiinfective agent
- antimalarial
- antimetabolite
- antimicrobial agent
- antimicrobial drug
- antineoplastic agent
- antiparasitic agent
- antiplasmodial drug
- antiprotozoal drug
- antiviral agent
- hematologic agent
- immunomodulator
- immunosuppressive agent
- pharmaceutical
Pharmacology
Cytarabine is a Nucleoside Metabolic Inhibitor. The mechanism of action of cytarabine is as a Nucleic Acid Synthesis Inhibitor.
How it is made
Cytidine is reacted with fuming nitric acid and resulting cytidine 2',3',5'-trinitrate is boiled in alcohol containing dilute alkali hydroxide to form inverted 2'-hydroxy compound. Remaining nitrate groups are removed via saponification.
Preparation: J. H. Hunter, US 3116282 (1963 to Upjohn)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Cytarabine is traded under.
Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934
- United States24.5%
- Germany23.1%
- Japan4.5%
The HS code shown for Cytarabine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Cytarabine, based on the data on this page
What is Cytarabine?
What is the CAS number of Cytarabine?
What is the molecular formula and weight of Cytarabine?
What is Cytarabine used for?
Is Cytarabine hazardous?
What is the HS code of Cytarabine?
Where can I buy Cytarabine?
Where can I buy Cytarabine in India?
What is the price of Cytarabine?
Guides for buyers
Practical guides that help when you source, ship or handle Cytarabine
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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