Basic information
- CAS
339-72-0- Standard SMILES
NC1CONC1=O- InChIKey
DYDCUQKUCUHJBH-UHFFFAOYSA-N- Molecular formula
- C3H6N2O2
- Average molar mass
- 102.09 g/mol
- Monoisotopic mass
- 102.04292744
Overview
4-amino-1,2-oxazolidin-3-one is a member of the class of oxazolidines that is isoxazoldin-3-one which is substituted at position 4 by an amino group. It is a serine derivative, a member of oxazolidines, a primary amino compound and a hydroxamic acid ester.
Names & identifiers
- Preferred name
- DL-Cycloserine
- IUPAC
- 4-amino-1,2-oxazolidin-3-one
- English name
- L-Cycloserine
- Molecular formula
- C3H6N2O2
- Molecular weight
- 102.09
Names & synonyms
DL-Cycloserine68-39-34-Amino-3-isoxazolidinoneDL-4-Aminoisoxazolidin-3-oneDTXSID40859074DL-4-Amino-3-isoxazolidinoneRefChem:589935CHEBI:27792DTXCID10209224DL-4-amino-1,2-oxazolidin-3-one200-687-94-Aminoisoxazolidin-3-one
Show more names
(S)-4-Aminoisoxazolidin-3-oneLevcycloserine102.09cycloserinrL-CYCLOSERINH-CYCLOSERINEL-CycloserineCyclo-L-serineLevcicloserinaLevocycloserine
4-amino-1,2-oxazolidin-3-onerac Cycloserine3-Isoxazolidinone, 4-amino-(+-)-OxamicinaEINECS 200-687-9MFCD00064323(+-)-4-Amino-3-isossazolidone4-Amino-isoxazolidin-3-on
Database identifiers
- CAS
339-72-0、68-39-3、68-41-7- PubChem CID
- 401
- DTXSID
DTXSID40859074- ChEMBL
Properties
Computed structural properties
- XLogP
- -1.5
- Topological polar surface area
- 64.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 92.9
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
Physicochemical properties
- Melting point
- 147 °C · 147 °C
- Boiling point
- 191.38 °C · 191.38°C (rough estimate)
- Density
- 1.278 · 1.278
- refractive index
- 1.511 · 1.5110 (estimate)
- storage temp.
- -20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
- solubility
- 2 O: · H2O: soluble50mg/mg protein
- form
- White to off-white powder.
- pka
- 14.36 · 14.36±0.40(Predicted)
- color
- White to Off-White
- Water Solubility
- 2 O: · H2O: 50mg/mg protein
- BRN
- 80799 · 80799
- InChI
- InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m0/s1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- F
- 10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 2
- rtecs
- NY2976000
- risk_code
- 5-20
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- hazard_code
- Xn
- safety_code
- 38-36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H226
- Precautionary statements
- P501-P240-P210-P233-P243-P241-P242-P280-P370+P378-P303+P361+P353-P403+P235
Chemistry & industry
Applications
Usesantibacterial, coccidiostat
UsesL-Cycloserine is an irreversible inhibitor of 3-ketodihydrosphingosine synthetase.
Preparation methods
Preparation① L-CYCLOSERINE is produced by fermentation, extraction, and refining of actinomycetes. ② L-CYCLOSERINE can be prepared by reacting serine methyl ester hydrochloride with chloroform under the catalysis of phosphorus pentachloride to remove the hydroxyl group, followed by reaction with hydroxylamine in sodium hydroxide solution.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海策嵘生物科技有限公司[email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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