N'-(DESMETHYL)AZITHROMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C37H70N2O12
Molecular Weight	734.9579
Optical Activity	UNSPECIFIED
Defined Stereocenters	18 / 18
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@H](NC)[C@H]3O)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O

InChI

InChIKey=FZYUKBLYECHAGN-HOQMJRDDSA-N

InChI=1S/C37H70N2O12/c1-14-26-37(10,45)30(41)23(6)39(12)18-19(2)16-35(8,44)32(51-34-28(40)25(38-11)15-20(3)47-34)21(4)29(22(5)33(43)49-26)50-27-17-36(9,46-13)31(42)24(7)48-27/h19-32,34,38,40-42,44-45H,14-18H2,1-13H3/t19-,20-,21+,22-,23-,24+,25+,26-,27+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C37H70N2O12
Molecular Weight	734.9579
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	18 / 18
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: doi:10.11250/chemotherapy1995.43.Supplement6_110
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/1651945 | https://www.ncbi.nlm.nih.gov/pubmed/1328265

N’-(desmethyl)azithromycin (CP-64434 hydrate) is the metabolite of azithromycin. Azithromycin is an effective therapeutic agent for oral treatment of sexually transmitted diseases, upper and lower respiratory tract infections, and skin and skin structure infections. 0.1 and 7.6% of azithromycin dose are excreted as N’-(desmethyl)azithromycin during a day in urine and feces, respectively. 2.9% of dose - biliary excretion.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
LC determination of impurities in azithromycin tablets.	2003-09-19	12972086
Equivalence of a high-performance liquid chromatographic assay and a bioassay of azithromycin in human serum samples.	1992-05-08	1328265
High-performance liquid chromatographic assay with electrochemical detection for azithromycin in serum and tissues.	1991-04-19	1651945

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:34:43 GMT 2025` Edited by `admin` on `Mon Mar 31 21:34:43 GMT 2025`
Record UNII	3E93A68ETO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N'-(DESMETHYL)AZITHROMYCIN

Common Name

English

CP 64434

Preferred Name

English

N-DEMETHYLAZITHROMYCIN

Common Name

English

CP-64434

Code

English

3'-N-DEMETHYLAZITHROMYCIN

Common Name

English

AZITHROMYCIN IMPURITY I [EP IMPURITY]

Common Name

English

N-DEMETHYLAZITHROMYCIN [USP-RS]

Common Name

English

Code System Code Type Description

FDA UNII

3E93A68ETO