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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 of N'-(DESMETHYL)AZITHROMYCIN

SMILES

[H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]2[C@H](C)[C@@H](O[C@]3([H])O[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@](C)(O)[C@@H](CC)OC(=O)[C@@H]2C

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
High-performance liquid chromatographic assay with electrochemical detection for azithromycin in serum and tissues.
1991 Apr 19
Equivalence of a high-performance liquid chromatographic assay and a bioassay of azithromycin in human serum samples.
1992 May 8
LC determination of impurities in azithromycin tablets.
2003 Sep 19
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 Thu Jul 06 11:36:43 UTC 2023
Edited
by admin
on Thu Jul 06 11:36:43 UTC 2023
Record UNII
3E93A68ETO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N'-(DESMETHYL)AZITHROMYCIN
Common Name English
N-DEMETHYLAZITHROMYCIN
Common Name English
CP-64434
Code English
3'-N-DEMETHYLAZITHROMYCIN
Common Name English
CP 64434
Code English
AZITHROMYCIN IMPURITY I [EP IMPURITY]
Common Name English
N-DEMETHYLAZITHROMYCIN [USP-RS]
Common Name English
Code System Code Type Description
FDA UNII
3E93A68ETO
Created by admin on Thu Jul 06 11:36:43 UTC 2023 , Edited by admin on Thu Jul 06 11:36:43 UTC 2023
PRIMARY
CAS
172617-84-4
Created by admin on Thu Jul 06 11:36:43 UTC 2023 , Edited by admin on Thu Jul 06 11:36:43 UTC 2023
PRIMARY
RS_ITEM_NUM
1046089
Created by admin on Thu Jul 06 11:36:43 UTC 2023 , Edited by admin on Thu Jul 06 11:36:43 UTC 2023
PRIMARY
EPA CompTox
DTXSID30169356
Created by admin on Thu Jul 06 11:36:43 UTC 2023 , Edited by admin on Thu Jul 06 11:36:43 UTC 2023
PRIMARY
PUBCHEM
9987533
Created by admin on Thu Jul 06 11:36:43 UTC 2023 , Edited by admin on Thu Jul 06 11:36:43 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
For the calculation of content, multiply the peak area by 0.3
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP