CEFAZOLIN

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C14H14N8O4S3
Molecular Weight	454.507
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of CEFAZOLIN

Structure Search

SMILES

[H][C@]12SCC(CSC3=NN=C(C)S3)=C(N1C(=O)[C@H]2NC(=O)CN4C=NN=N4)C(O)=O

InChI

InChIKey=MLYYVTUWGNIJIB-BXKDBHETSA-N

InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/t9-,12-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C14H14N8O4S3
Molecular Weight	454.507
Charge	0
Count

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

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:20:19 UTC 2023` Edited by `admin` on `Fri Dec 15 15:20:19 UTC 2023`
Record UNII	IHS69L0Y4T
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CEFAZOLIN

Official Name

English

CEFAZOLIN [MI]

Common Name

English

cefazolin [INN]

Common Name

English

CEFAZOLIN [USP MONOGRAPH]

Common Name

English

Cefazolin [WHO-DD]

Common Name

English

(6R,7R)-3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[2-(1H-tetrazol-1-yl)acetamido]5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Systematic Name

English

5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 3-(((5-METHYL-1,3,4-THIADIAZOL-2-YL)THIO)METHYL)-8-OXO-7-(((1H-TETRAZOL-1-YL)ACETYL)AMINO)-(6R-TRANS)

Common Name

English

J01DB04

Code

English

CEFAZOLIN [VANDF]

Common Name

English

CEFAZOLIN [HSDB]

Common Name

English

CEFAZOLIN [MART.]

Common Name

English

CEFAZOLIN [USP-RS]

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

LIVERTOX

NBK548358

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

LIVERTOX

NBK547862

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

6.2.1

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

WHO-ATC

J01DB04

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NCI_THESAURUS

C357

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000175488

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

LIVERTOX

NBK548666

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

WHO-VATC

QJ51DB04

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

NDF-RT

N0000011161

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

WHO-VATC

QJ01DB04

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

Code System Code Type Description

RS_ITEM_NUM

1097603

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

CHEBI

474053

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

DRUG CENTRAL

530

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

ChEMBL

CHEMBL1435

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

NCI_THESAURUS

C28913

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

WIKIPEDIA

CEFAZOLIN

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

PUBCHEM

33255

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

LACTMED

Cefazolin

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

RXCUI

2180

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

RxNorm

MESH

D002437

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

ECHA (EC/EINECS)

247-362-8

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

EPA CompTox

DTXSID2022753

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

CAS

25953-19-9

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

EVMPD

SUB07379MIG

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

DRUG BANK

DB01327

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

DAILYMED

IHS69L0Y4T

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

INN

2991

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

SMS_ID

100000081793

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

MERCK INDEX

m3188

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

Merck Index

HSDB

3213

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

FDA UNII

IHS69L0Y4T

Created by admin on Fri Dec 15 15:20:19 UTC 2023 , Edited by admin on Fri Dec 15 15:20:19 UTC 2023

PRIMARY

Related Record Type Details


					4HZ67LW8L7

OAT-4

TRANSPORTER -> INHIBITOR


					ZWJ2Y6JZWY

OAT-3

TRANSPORTER -> INHIBITOR


					IHS69L0Y4T

CEFAZOLIN

EXCRETED UNCHANGED

Comments:

Cefazolin is excreted unchanged in the urine. In the first 6 hours approximately 60% of the drug is excreted in the urine and this increases to 70% to 80% within 24 hours.

Amount:


					I81U7H57XI

OAT-1

TRANSPORTER -> INHIBITOR


					XLJ4VSY381

CEFAZOLIN SODIUM PENTAHYDRATE

SALT/SOLVATE -> PARENT

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					BJN67HUZ04

CEFAZOLIN BENZATHINE

SALT/SOLVATE -> PARENT

Amount:


					P380M0454Z

CEFAZOLIN SODIUM

SALT/SOLVATE -> PARENT

Amount:

Related Record Type Details


					705J53S4IH

CEFAZOLIN PIVALOYL

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					0TKN1XG1XC

TETRAZOLYLACETAMIDE ACETAL

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					NUA2X3C4S1

CEFAZOLIN DEACYLATED

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					PGB16683CG

CEFAZOLIN 3-METHYL ANALOG

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					9JY8UF0TSS

METHYLTHIADIAZOLE THIOL

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					99WEP8G7DP

CEFAZOLIN EPIMER

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					W8N3AAS23B

CEFAZOLIN LACTONE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					J0730018DF

N-(TETRAZOLYLACETYL)-7-AMINOCEPHALOSPORIN

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					9XI67897RG

7-AMINOCEPHALOSPORANIC ACID

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					0Z73YK18GG

1-TETRAZOLYLACETIC ACID

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:

Related Record Type Details


					IHS69L0Y4T

CEFAZOLIN

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Tmax	PHARMACOKINETIC