CEFAPAROLE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H19N5O5S3
Molecular Weight	493.58
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12SCC(CSC3=NN=C(C)S3)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C4=CC=C(O)C=C4)C(O)=O

InChI

InChIKey=SBUCDZYLTRYMFG-PBFPGSCMSA-N

InChI=1S/C19H19N5O5S3/c1-8-22-23-19(32-8)31-7-10-6-30-17-13(16(27)24(17)14(10)18(28)29)21-15(26)12(20)9-2-4-11(25)5-3-9/h2-5,12-13,17,25H,6-7,20H2,1H3,(H,21,26)(H,28,29)/t12-,13-,17-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C19H19N5O5S3
Molecular Weight	493.58
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/776915 | https://worldwide.espacenet.com/publicationDetails/biblio?DB=EPODOC&II=0&ND=3&adjacent=true&locale=en_EP&FT=D&date=19740130&CC=ZA&NR=7302218B&KC=B

Cefaparole (cephaparole) is a cephem antibiotic of the cephalosporin subclass that was never marketed and used as phmarceutical intermediates for other drugs.

Originator

Approval Year

PubMed

Title	Date	PubMed
Orally active 7-phenylglycyl cephalosporins. Structure-activity studies related to cefatrizine (SK&F 60771).	1976 Jan	776915

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:16:31 UTC 2023` Edited by `admin` on `Fri Dec 15 15:16:31 UTC 2023`
Record UNII	HW64W823GC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CEFAPAROLE

Official Name

English

110264

Code

English

7-(2-AMINO-2-(P-HYDROXYPHENYL)ACETAMIDO)-3-(((5-METHYL-1,3,4-THIADIAZOL-2-YL)THIO)METHYL)-3-CEPHEM-4-CARBOXYLIC ACID

Common Name

English

(6R,7R)-7-((R)-2-AMINO-2-(P-HYDROXYPHENYL)ACETAMIDO)-3-(((5-METHYL-1,3,4-THIADIAZOL-2-YL)THIO)METHYL)-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID

Common Name

English

cefaparole [INN]

Common Name

English

CEFAPAROLE [USAN]

Common Name

English

5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-((AMINO(4-HYDROXYPHENYL)ACETYL)AMINO)-3-(((5-METHYL-1,3,4-THIADIAZOL-2-YL)THIO)METHYL)-8-OXO-, (6R-(6.ALPHA.,7.BETA.(R*)))-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C357