PIRIDICILLIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C32H35N5O11S2
Molecular Weight	729.777
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)C3=CC=C(NC3=O)C4=CC=C(C=C4)S(=O)(=O)N(CCO)CCO)C5=CC=C(O)C=C5)C(O)=O

InChI

InChIKey=NAALWFYYHHJEFQ-ZASNTINBSA-N

InChI=1S/C32H35N5O11S2/c1-32(2)25(31(45)46)37-29(44)24(30(37)49-32)35-28(43)23(18-3-7-19(40)8-4-18)34-27(42)21-11-12-22(33-26(21)41)17-5-9-20(10-6-17)50(47,48)36(13-15-38)14-16-39/h3-12,23-25,30,38-40H,13-16H2,1-2H3,(H,33,41)(H,34,42)(H,35,43)(H,45,46)/t23-,24-,25+,30-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C32H35N5O11S2
Molecular Weight	729.777
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/468737 | https://www.ncbi.nlm.nih.gov/pubmed/7235679 | https://www.ncbi.nlm.nih.gov/pubmed/6270049

Piridicillin is the semi-synthetic penicillin. It has exhibited broad-spectrum activity in vitro against gram-positive cocci, except penicillin G-resistant Staphylococcus aureus, and against gram-negative bacilli. Piridicillin is reported to be more active in-vitro than piperacillin, azlocillin or ticarcillin against Ps. aeruginosa. It is unstable at alkaline pH and displays marked inoculum independence.

Originator

Approval Year

PubMed

Title	Date	PubMed
CI-867, a new broad-spectrum semisynthetic penicillin.	1979 Jun	468737
CI-867, a new semisynthetic penicillin: in vitro studies.	1980 Dec	7235679
Antipseudomonal beta-lactams.	1981 Sep	6270049

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:16:11 GMT 2023` Edited by `admin` on `Fri Dec 15 16:16:11 GMT 2023`
Record UNII	6502ONO3L0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PIRIDICILLIN

Official Name

English

(2S,5R,6R)-6-((R)-2-(6-(P-(BIS(2-HYDROXYETHYL)SULFAMOYL)PHENYL)-1,2-DIHYDRO-2-OXONICOTINAMIDO)-2-(P-HYDROXYPHENYL)ACETAMIDO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYIC ACID

Common Name

English

piridicillin [INN]

Common Name

English

(2S,5R,6R)-6-(((2R)-2-(((6-(4-((BIS(2-HYDROXYETHYL)AMINO)SULFONYL)PHENYL)-2-OXO-1,2-DIHYDROPYRIDIN-3-YL)CARBONYL)AMINO)-2-(4-HYDROXYPHENYL)ACETYL)AMINO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1500