RAZUPENEM

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H21N3O4S2
Molecular Weight	407.507
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12[C@@H](C)C(SC3=NC(=CS3)C4=C[C@H](C)NC4)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O

InChI

InChIKey=XFGOMLIRJYURLQ-GOKYHWASSA-N

InChI=1S/C18H21N3O4S2/c1-7-4-10(5-19-7)11-6-26-18(20-11)27-15-8(2)13-12(9(3)22)16(23)21(13)14(15)17(24)25/h4,6-9,12-13,19,22H,5H2,1-3H3,(H,24,25)/t7-,8+,9+,12+,13+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C18H21N3O4S2
Molecular Weight	407.507
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://pubchem.ncbi.nlm.nih.gov/compound/razupenem | https://www.ncbi.nlm.nih.gov/pubmed/19497942 | https://clinicaltrials.gov/ct2/show/NCT00671580 | https://aac.asm.org/content/53/10/4051

Razupenem (also known as PZ-601 or PTZ601) is an anti-MRSA carbapenem antibiotic. It is active against Enterobacteriaceae and Gram-positive bacteria including methicillin-resistant staphylococci and enterococci, and was investigated as potential alternative drug (replacing common antibiotics) against resistant bacteria. In healthy male volunteers, razupenem did not cause serious adverse events. The potential effect and safety of razupenem has been evaluated in a phase II clinical trial studying skin infection.

Approval Year

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:17:21 UTC 2023` Edited by `admin` on `Fri Dec 15 17:17:21 UTC 2023`
Record UNII	26020H3Q1L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RAZUPENEM

Official Name

English

SMP-601

Code

English

SMP601

Code

English

PZ-601

Code

English

PTZ601

Code

English

Razupenem [WHO-DD]

Common Name

English

1-AZABICYCLO(3.2.0)HEPT-2-ENE-2-CARBOXYLIC ACID, 3-((4-((5S)-2,5-DIHYDRO-5-METHYL-1H-PYRROL-3-YL)-2-THIAZOLYL)THIO)-6-((1R)-1-HYDROXYETHYL)-4-METHYL-7-OXO-, (4R,5S,6S)-

Common Name

English

RAZUPENEM [USAN]

Common Name

English

SM216601

Code

English

PZ601

Code

English

PTZ-601

Code

English

SM-216601

Code

English

razupenem [INN]

Common Name

English

(4R,5S,6S)-6-[(1R)-1-Hydroxyethyl]-4-methyl-3-({4-[(5S)-5-methyl-2,5-dihydro-1H-pyrrol-3-yl]thiazol-2-yl}sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C260