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L-Cycloserine

L-Cycloserine structure

CAS No:
339-72-0
Formula:
C3H6N2O2
Chemical Name:
L-Cycloserine
Synonyms:
3-Isoxazolidinone,4-amino-,(4S)-;3-Isoxazolidinone,4-amino-,(-)-;3-Isoxazolidinone,4-amino-,(S)-;(4S)-4-Amino-3-isoxazolidinone;L-Cycloserine;(S)-Cycloserine;l-4-Amino-3-isoxazolidinone;(S)-(-)-Cycloserine;L-4-Amino-3-isoxazolidinone;Cyclo-L-serine;Levcycloserine;(4S)-4-Amino-4,5-dihydro-1,2-oxazol-3-ol;(4S)-4-Amino-1,2-oxazolidin-3-one;(4S)-4-Azaniumyl-4,5-dihydro-1,2-oxazol-3-olate;(S)-4-Aminoisoxazolidin-3-one;433-56-7
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

L-cycloserine irreversibly inhibit GABA pyridoxal 5′-phosphate-dependent aminitransferase in E. coli, as well in the brains of various animals in a time-dependent manner, results in increased levels of gamma-aminobutyric acid (GABA), which is an inhibitory neurotransmitter in vivo.

L-cycloserine is a 4-amino-1,2-oxazolidin-3-one that has S configuration. An antibiotic isolated from Erwinia uredovora. It has a role as an anticonvulsant, an EC 2.3.1.50 (serine C-palmitoyltransferase) inhibitor and an anti-HIV agent. It is an enantiomer of a D-cycloserine.

L-Cycloserine Basic Attributes

Molecular Weight：

102.09

Exact Mass：

102.09

EC Number：

206-427-0

UNII：

AK7DRB7FMO

HScode：

2934999090

Characteristics

PSA：

64.4

XLogP3：

-1.5

Appearance：

White powder

Density：

1.278

Melting Point：

153-154 °C

Water Solubility：

H2O: soluble 50mg/mg protein

Storage Conditions：

2-8°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

5-20

safety instructions：

38-36/37

RTECS Number：

NY2976000

Marks：

L-Cycloserine Use and Manufacturing

antibacterial, coccidiostat

Computed Properties

Molecular Weight:102.09
XLogP3:-1.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Exact Mass:102.042927438
Monoisotopic Mass:102.042927438
Topological Polar Surface Area:64.4
Heavy Atom Count:7
Complexity:92.9
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product has a similar structure to D-alanine. It can inhibit the cell wall synthesis of Mycobacterium tuberculosis, interfere with the early synthesis of the cell wall of Mycobacterium tuberculosis, and competitively inhibit L-alanine racemase and D-alanine synthetase in the cytoplasm. L-alanine racemase converts L-alanine into D-alanine. D-alanine synthetase can participate in the conversion of alanine to pentapeptide, which is necessary for the synthesis of mucopeptides and bacterial cell walls. It is especially effective against Mycobacterium tuberculosis resistant to streptomycin, sodium p-aminosalicylate, isoniazid and puromycin. This product is a broad-spectrum antibiotic that has inhibitory effects on both Gram-positive and Gram-negative bacteria, but the inhibitory effect is weak. It has a strong inhibitory effect on Mycobacterium tuberculosis, and the minimum inhibitory concentration in vitro is 5-20μg/ml. It also has inhibitory effects on other mycobacteria, rickettsiae and some protozoa.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Cycloserine Capsules
Ingredients	Cycloserine.
Indication	It is not advisable to use it in combination with isoniazid and ethionamide to avoid cumulative effects on the central nervous system and increased neurotoxicity. Do not drink alcohol during use.
Specifications	250mg

Cycloserine

Cycloserine Capsules
Specifications	250mg

See More Related Drugs

Registered Holders

Biobetta Pharmaceuticals (Shanghai) Co., Ltd.

China
Active
Zhongnuo Kailin Pharmaceutical Development (Suzhou) Co., Ltd.

China
Active
China CHINO PHARMA Ltd

China
Active

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3-Isoxazolidinone, 4-amino-, (S)-

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CAS No.: 339-72-0

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