Lenampicillin

HCID 65646CAS 86273-18-9

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Basic information

Standard SMILES
Cc1oc(=O)oc1COC(=O)[C@@H]1N2C(=O)[C@@H](NC(=O)[C@H](N)c3ccccc3)[C@H]2SC1(C)C
InChIKey
ZKUKMWMSYCIYRD-ZXFNITATSA-N
Molecular formula
C21H23N3O7S
Average molar mass
461.496 g/mol
Monoisotopic mass
461.12567108

Names & identifiers

Preferred name
Lenampicillin
IUPAC
(5-Methyl-2-oxo-2H-1,3-dioxol-4-yl)methyl (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
English name
LENAMPICILLIN
Molecular formula
C21H23N3O7S
Molecular weight
461.49

Names & synonyms

VaracllinLENAMPICILLINLenanpicillinLenampicilinaAntibiotic KBT 1585LENAMPICILLIN USP/EP/BP1,3-Dioxole, 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid deriv.(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (2S,5R,6R)-6-[[(2R)-2-azanyl-2-phenyl-ethanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate(2S,5β,6R)-6α-[[(R)-Amino(phenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester

Database identifiers

CAS
86273-18-9
PubChem CID
65646
DTXSID
DTXSID1057901
ChEMBL
CHEMBL3580454
ChEBI
CHEBI:135748
UNII
8M568DM08K
Nikkaji
J32.862F

Properties

Physicochemical properties

storage temp.
2 · 2-8°C
FDA UNII
8 M568DM08K · 8M568DM08K
Hazard Codes
Xi
Risk Statements
36 · 36/37/38
Safety Statements
26 · 26-36

Safety & regulation

Safety data

risk_code
36/37/38
hazard_code
Xi
safety_code
26-36

Chemistry & industry

Applications · 2 items

DescriptionLenampicillin hydrochloride is improved bioavailability.

UsesLENAMPICILLIN is semi-synthetic penicillins and prodrugs of ampicillin, but are 2-4 times more potent. They can be taken orally, are well absorbed, and have a high efficacy rate. Their uses are similar to ampicillin, and they can be used as a substitute. They are used for acute bronchitis, pneumonia, lung abscess, pharyngitis, superficial secondary infections of traumatic and surgical wounds, periodontitis, otitis media, etc.

Upstream & downstream products

Suppliers18 total

北京华美互利生物化工010-56205725 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.—
贵州迪大科技有限责任公司0851-8475-2296 18096062265 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Lenampicillin is a penicillanic acid ester that is the (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester of ampicillin. It is a prodrug of ampicillin. It has a role as a prodrug. It is a penicillanic acid ester and a ketene acetal. It is functionally related to an ampicillin.

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