Azaserine
Also known as O-Diazoacetyl-L-serine, L-azaserine, Azaserina
Key facts
What buyers check first
- Appearance
- Orthorhombic, pale yellow to green crystals from 90% ethanol
- Melting point
- About 157 deg
- Solubility
- SLIGHTLY SOL IN METHANOL, ABSOLUTE ETHANOL ACETONE, SOL IN WARM AQ SOLN OF METHANOL, ABS…
- HS code
- 292700
- Category
- Amino acids and derivatives
- UN number
- UN 3462

What is Azaserine?
Plain description, key identifiers and synonyms
Azaserine is a carboxylic ester resulting from the formal condensation of the carboxy group of diazoacetic acid with the alcoholic hydroxy group of L-serine. An antibiotic produced by a Streptomyces species. It has a role as a glutamine antagonist, a metabolite, an antimicrobial agent, an antimetabolite, an antineoplastic agent, an immunosuppressive agent and an antifungal agent. It is a carboxylic ester, a diazo compound, a non-proteinogenic L-alpha-amino acid and a L-serine derivative.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (2S)-2-amino-3-(2-diazoacetyl)oxypropanoic acid
- CAS number
- 115-02-6 CAS number cross-checked
- EC number
- 204-061-6
- Molecular formula
- C5H7N3O4
- UNII
- 87299V3Q9W
- MDL number
- MFCD00036802
- InChIKey
- MZZGOOYMKKIOOX-VKHMYHEASA-N
- InChI
- InChI=1S/C5H7N3O4/c6-3(5(10)11)2-12-4(9)1-8-7/h1,3H,2,6H2,(H,10,11)/t3-/m0/s1
- Canonical SMILES
- [N-]=[N+]=CC(=O)OCC(N)C(=O)O
- Isomeric SMILES
- C([C@@H](C(=O)O)N)OC(=O)C=[N+]=[N-]
Synonyms
- O-Diazoacetyl-L-serine
- L-azaserine
- Azaserina
- L-Serine, diazoacetate (ester)
- Azaserinum
- Diazoacetate (ester) L-serine
- CL 337
- L-beta-(Diazoacetoxy)alanin
- CN-15,757
- CN 15757
- Serine, diazoacetate (ester), L-
- Acetic acid, diazo-, ester with serine
- (2S)-2-amino-3-(2-diazoacetyl)oxypropanoic acid
- Azeserine
- L-serine diazoacetate (ester)
- Serine Diazoacetate
- O Diazoacetyl L serine
- Diazoacetic Acid Ester with Serine
- L-Diazoacetate (ester) serine
- (2S)-2-amino-3-((2E)-2-diazoacetyl)oxypropanoic acid
- Diazoacetate(ester) L-serine
- Diazoacetylserine
- L-Diazoacetate(ester) serine
- Azaserin
- O-(diazoacetyl)-L-serine
Show all 34 synonymsShow fewer synonyms
- L-Serine, O-(2-diazoacetyl)-
- RCRA waste number U015
- (2S)-2-amino-3-[(2-diazoacetyl)oxy]propanoic acid
- AZS
- (2S)-2-amino-3-(2-diazoacetyl)oxy-propanoic acid
- RCRA waste no. U015
- CI-337, O-Diazoacetyl-L-serine, P-165
- Asaserine
- L-serine diazoacetate
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 | Orthorhombic, pale yellow to green crystals from 90% ethanolexp.Measured value |
|---|---|
| Melting point | About 157 degexp.Measured value |
| Solubility | SLIGHTLY SOL IN METHANOL, ABSOLUTE ETHANOL ACETONE, SOL IN WARM AQ SOLN OF METHANOL, ABSOLUTE ETHANOL ACETONEexp.Measured value |
| Vapour pressure | 1.53 × 10⁻¹⁰ mmHg at 25 °C.exp.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 | 173.13 g/molcalc.Computed value |
|---|---|
| Exact mass | 173.0437 Dacalc.Computed value |
| LogP (octanol/water) | -1.76calc.Computed value |
| Topological polar surface area | 126 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 4calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 12calc.Computed value |
| Rings | 0calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.4calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301Toxic if swallowed.
- H351Suspected of causing cancer.
Precautionary statements (10)
- 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 + P316If swallowed: Get emergency medical help immediately.
- P318If exposed or concerned, get medical advice.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
- UN number
- UN 3462
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 aidAzaserine suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, Shanghai ManufacturerUnclaimed profileAzaserineGrade, purity and minimum order on requestPrice on request
- United States ManufacturerUnclaimed profileAzaserineGrade, purity and minimum order on requestPrice on request
- China, NanjingUnclaimed profileAzaserineGrade, purity and minimum order on requestPrice on request
- United States, HaywardUnclaimed profileAzaserineGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profileAzaserineGrade, purity and minimum order on requestPrice on request
- Japan, TokyoUnclaimed profileAzaserineGrade, purity and minimum order on requestPrice on request
- Price on request
- Hong Kong, Hong KongUnclaimed profileAzaserineGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
13 suppliers in 6 countries
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Azaserine 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
Veterinary medication:.
Research chemical, eg, for leukemia treatment.
Pharmacological actions
- Antibiotics, Antineoplastic
- Antifungal Agents
- Antimetabolites, Antineoplastic
- Immunosuppressive Agents
Roles
- antagonist
- antifungal agent
- antimetabolite
- antimicrobial agent
- antineoplastic agent
- glutamine antagonist
- immunomodulator
- immunosuppressive agent
- metabolite
- pharmaceutical
Pharmacology
Azaserine is a naturally occurring serine derivative diazo compound with antineoplastic properties, Azaserine functions as a purine antagonist and glutamine analogue (glutamine amidotransferase inhibitor) that competitively inhibits pathways in which glutamine is metabolized. An antibiotic and antitumor agent, Azaserine is used in clinical studies as a potential antineoplastic agent. (NCI04)
How it is made
Produced by a streptomyces species or by synthesis.
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Azaserine is traded under.
Diazo-, azo- or azoxy compounds
- United States10.2%
- India * partner reported9.1%
- South Korea9.1%
* Partner reported figures, a lower bound.
The HS code shown for Azaserine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Azaserine, based on the data on this page
What is Azaserine?
What is the CAS number of Azaserine?
What is the molecular formula and weight of Azaserine?
What is Azaserine used for?
Is Azaserine hazardous?
What is the HS code of Azaserine?
Where can I buy Azaserine?
What is the price of Azaserine?
Guides for buyers
Practical guides that help when you source, ship or handle Azaserine
- 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, Trade and logisticsShipping dangerous goods: UN numbers, classes and packing groupsHow the UN dangerous goods system works for chemicals, from the nine classes and UN numbers to packing groups, UN packaging marks, labels, documents and segregation.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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