Azacytidine
Also known as 5-azacytidine, Azacitidine, Ladakamycin
Key facts
What buyers check first
- Appearance
- Crystals from methanol
- Melting point
- 228 to 230
- Solubility
- 5 to 10 mg/mL at 70 °F
- HS code
- 293499
- Category
- Oncology and immunology drugs

What is Azacytidine?
Plain description, key identifiers and synonyms
5-azacytidine is an N-glycosyl-1,3,5-triazine that is 4-amino-1,3,5-triazin-2(1H)-one substituted by a beta-D-ribofuranosyl residue via an N-glycosidic linkage. An antineoplastic agent, it is used in the treatment of myeloid leukaemia. It has a role as an antineoplastic agent. It is a N-glycosyl-1,3,5-triazine and a nucleoside analogue. It is functionally related to a beta-D-ribose.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
- CAS number
- 320-67-2 CAS number cross-checkedOther or deprecated CAS: 1401238-97-8
- EC number
- 206-280-2
- Molecular formula
- C8H12N4O5
- UNII
- M801H13NRU
- MDL number
- MFCD00006539
- InChIKey
- NMUSYJAQQFHJEW-KVTDHHQDSA-N
- InChI
- InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1
- Canonical SMILES
- Nc1ncn(C2OC(CO)C(O)C2O)c(=O)n1
- Isomeric SMILES
- C1=NC(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N
Synonyms
- 5-azacytidine
- Azacitidine
- Ladakamycin
- Mylosar
- 5-azacitidine
- Azacitidina
- Azacitidinum
- Antibiotic U 18496
- Onureg
- 4-Amino-1-beta-D-ribofuranosyl-s-triazin-2(1H)-one
- 4-Amino-1-beta-d-ribofuranosyl-1,3,5-triazin-2(1H)-one
- 5-AZCR
- 1,3,5-Triazin-2(1H)-one, 4-amino-1-beta-D-ribofuranosyl-
- 5 AZC
- 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
- s-Triazin-2(1H)-one, 4-amino-1-beta-D-ribofuranosyl-
- 5 Azacytidine
- 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydro-1,3,5-triazin-2-one
- azacitidine for
- 4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-1,2-dihydro-1,3,5-triazin-2-one
- 4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-1,3,5-triazin-2-one
- Azacitidine azacitidine
- 4-Amino-1-beta-D-ribofuranosyl-D-triazin-2(1H)-one
- 5'-Azacytidine
- Vidaza
Show all 34 synonymsShow fewer synonyms
- 5-AZAC
- 5-aza-CR
- 4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one
- Azacitidinum (INN-Latin)
- Azacitidina (INN-Spanish)
- 5-Aza-xylo-cytidine
- 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,3,5-triazin-2-one
- 4-Amino-1-(beta-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one
- Vidaza (TN)
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 | Crystals from methanolexp.Measured value |
|---|---|
| Melting point | 228 to 230exp.Measured value |
| Solubility | 5 to 10 mg/mL at 70 °Fexp.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 | 244.21 g/molcalc.Computed value |
|---|---|
| Exact mass | 244.0808 Dacalc.Computed value |
| LogP (octanol/water) | -3.17calc.Computed value |
| Topological polar surface area | 143.7 Ųcalc.Computed value |
| Hydrogen bond donors | 4calc.Computed value |
| Hydrogen bond acceptors | 8calc.Computed value |
| Rotatable bonds | 2calc.Computed value |
| Heavy atoms | 17calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.63calc.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
- H302Harmful if swallowed.
- H350May cause cancer.
Precautionary statements (9)
- P203Obtain, read and follow all safety instructions before use.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P318If exposed or concerned, get medical advice.
- P330Rinse mouth.
- 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 aidAzacytidine suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Indonesia, Kota Administrasi Jakarta SelatanUnclaimed profileAzacytidineGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileAzacytidineGrade, purity and minimum order on requestPrice on request
- India, Hyderabad ManufacturerUnclaimed profileAzacitidineGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileAzacytidineGrade, purity and minimum order on requestPrice on request
- India, HyderabadUnclaimed profileAzacitidineGrade, purity and minimum order on requestPrice on request
- India, MumbaiUnclaimed profileAzacitidineGrade, purity and minimum order on requestPrice on request
- China, Shanghai ManufacturerUnclaimed profileAzacitidineGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileAzacitidineGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileAzacitidineGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileAzacytidineGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
158 suppliers in 28 countries
- China45
- India32
- United States31
- Germany7
- United Kingdom5
- Spain4
- and 22 more countries
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Azacytidine price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Anticancer agent used to treat acute myclogenous leukemia.
Industries and functions
Pharmacological actions
- Antimetabolites, Antineoplastic
- Enzyme Inhibitors
Roles
- anti-anaemic agent
- antibacterial agent
- antibacterial drug
- antifibrotic agent
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- antimycobacterial drug
- antineoplastic agent
- antitubercular agent
- pharmaceutical
- protective agent
- renoprotective agent
Pharmacology
Azacitidine is a Nucleoside Metabolic Inhibitor. The mechanism of action of azacitidine is as a Nucleic Acid Synthesis Inhibitor.
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 Azacytidine 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 Azacytidine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Azacytidine, based on the data on this page
What is Azacytidine?
What is the CAS number of Azacytidine?
What is the molecular formula and weight of Azacytidine?
What is Azacytidine used for?
Is Azacytidine hazardous?
What is the HS code of Azacytidine?
Where can I buy Azacytidine?
Where can I buy Azacytidine in India?
What is the price of Azacytidine?
Guides for buyers
Practical guides that help when you source, ship or handle Azacytidine
- 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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