PHENYRACILLIN

Details

Stereochemistry	UNKNOWN
Molecular Formula	C16H18N2.2C16H18N2O4S
Molecular Weight	907.108
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 8
E/Z Centers	0
Charge	0
Stereo Comments	2,5-DIPHENYLPIPERAZINE (CIS/TRANS)

SHOW SMILES / InChI

Structure Search

SMILES

C1NC(CNC1C2=CC=CC=C2)C3=CC=CC=C3.[H][C@]45SC(C)(C)[C@@H](N4C(=O)[C@H]5NC(=O)CC6=CC=CC=C6)C(O)=O.[H][C@]78SC(C)(C)[C@@H](N7C(=O)[C@H]8NC(=O)CC9=CC=CC=C9)C(O)=O

InChI

InChIKey=IAKOCPCZBRUQBM-ANPZCEIESA-N

InChI=1S/2C16H18N2O4S.C16H18N2/c2*1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;1-3-7-13(8-4-1)15-11-18-16(12-17-15)14-9-5-2-6-10-14/h2*3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);1-10,15-18H,11-12H2/t2*11-,12+,14-;/m11./s1

HIDE SMILES / InChI

Molecular Formula	C16H18N2O4S
Molecular Weight	334.39
Charge	0
Count

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

Molecular Formula	C16H18N2
Molecular Weight	238.3275
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.cabdirect.org/cabdirect/abstract/19592702903 | https://apps.who.int/iris/bitstream/handle/10665/275695/WHO-EMP-RHT-TSN-2018.1-eng.pdf | Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 143, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ

Phenyracillin is the 2,5-diphenylpiperazine salt of benzylpenicillin. It is antibiotic from Pencillium spp. and also other fungal spp. Shows activity against gram-positive bacteria. Phenyracillin was well tolerated.

Approval Year

PubMed

Title	Date	PubMed
[General findings on the use of penicillin & phenyracillin in particular in the treatment of recent syphilis].	1959 May 10	13664027
[CLINICAL RESULTS OBTAINED IN THE USE OF A NEW ANTIBIOTIC COMBINATION (METHYLPYRROLIDINE TETRACYCLINE HYDROCHLORIDE + PHENYRACILLIN)].	1964 Mar	14138335

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:03:46 GMT 2023` Edited by `admin` on `Fri Dec 15 16:03:46 GMT 2023`
Record UNII	3V721R4XYY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHENYRACILLIN

Official Name

English

Phenyracillin [WHO-DD]

Common Name

English

phenyracillin [INN]

Common Name

English

2,5-DIPHENYLPIPERAZINE SALT OF BENZYLPENICILLIN

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1500