U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H22N2O8
Molecular Weight 430.408
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEMECYCLINE

SMILES

[H][C@]12C[C@@]3([H])[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C(=O)C4=C(O)C=CC=C4[C@H]2O

InChI

InChIKey=JCSGAUKCDAVARS-SOUFLCLCSA-N
InChI=1S/C21H22N2O8/c1-23(2)14-9-6-8-12(16(26)11-7(15(8)25)4-3-5-10(11)24)18(28)21(9,31)19(29)13(17(14)27)20(22)30/h3-5,8-9,14-15,24-25,27-28,31H,6H2,1-2H3,(H2,22,30)/t8-,9-,14-,15+,21-/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H22N2O8
Molecular Weight 430.408
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Demecycline is a tetracycline antibiotic drug. Tetracyclines have a broad spectrum of anti-microbial activity and act by interfering with bacterial protein synthesis. Demecycline is used to treat a wide range of infections caused by bacteria. Some of these infections are: Severe acne; Infections of the brain and liver caused by the bacteria Leptospira; Infection caused by Brucella bacteria (brucellosis); Infections caused by Rickettsiae micro-organisms transmitted by lice, fleas, ticks and mites; Infections of the sex organs and organs associated with urination (genito-urinary infections) such as an infection called chancroid, non-gonococcal urethritis; Rare infections such as Tularaemia and bubonic plague. The following undesirable effects have been reported for demecycline: loss of appetite, nausea, vomiting, diarrhea, inflammation of the tongue, difficulty in swallowing, intestinal inflammation, and inflammatory lesions, rashes, redness of the skin, pigmentation, sensitivity to light, acute kidney failure and others.

Approval Year

Sample Use Guides

For Antibiotic Use: 600mg daily in 2 or 4 divided doses For the treatment of Chronic Hyponatraemia due to SIADH: Initially: 900mg-1200mg daily in divided doses; Maintenance dose: 600-900mg daily in divided doses.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:18:14 GMT 2023
Edited
by admin
on Fri Dec 15 16:18:14 GMT 2023
Record UNII
TV240CH11P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEMECYCLINE
INN   USAN  
INN   USAN  
Official Name English
CL 22415
Code English
demecycline [INN]
Common Name English
CL-22415
Code English
DEMECYCLINE [USAN]
Common Name English
A-IX
Code English
2-NAPHTHACENECARBOXAMIDE, 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,6,10,12,12A-PENTAHYDROXY-1,11-DIOXO-, (4S-(4.ALPHA.,4A.ALPHA.,5A.ALPHA.,6.BETA.,12A.ALPHA.))-
Systematic Name English
A IX
Code English
4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,6,10,12,12A-PENTAHYDROXY-1,11-DIOXO-2-NAPHTHACENECARBOXAMIDE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C1595
Created by admin on Fri Dec 15 16:18:14 GMT 2023 , Edited by admin on Fri Dec 15 16:18:14 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID001024794
Created by admin on Fri Dec 15 16:18:14 GMT 2023 , Edited by admin on Fri Dec 15 16:18:14 GMT 2023
PRIMARY
CAS
987-02-0
Created by admin on Fri Dec 15 16:18:14 GMT 2023 , Edited by admin on Fri Dec 15 16:18:14 GMT 2023
PRIMARY
EVMPD
SUB06965MIG
Created by admin on Fri Dec 15 16:18:14 GMT 2023 , Edited by admin on Fri Dec 15 16:18:14 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106517
Created by admin on Fri Dec 15 16:18:14 GMT 2023 , Edited by admin on Fri Dec 15 16:18:14 GMT 2023
PRIMARY
SMS_ID
100000083711
Created by admin on Fri Dec 15 16:18:14 GMT 2023 , Edited by admin on Fri Dec 15 16:18:14 GMT 2023
PRIMARY
NCI_THESAURUS
C76237
Created by admin on Fri Dec 15 16:18:14 GMT 2023 , Edited by admin on Fri Dec 15 16:18:14 GMT 2023
PRIMARY
FDA UNII
TV240CH11P
Created by admin on Fri Dec 15 16:18:14 GMT 2023 , Edited by admin on Fri Dec 15 16:18:14 GMT 2023
PRIMARY
INN
1644
Created by admin on Fri Dec 15 16:18:14 GMT 2023 , Edited by admin on Fri Dec 15 16:18:14 GMT 2023
PRIMARY
PUBCHEM
54682469
Created by admin on Fri Dec 15 16:18:14 GMT 2023 , Edited by admin on Fri Dec 15 16:18:14 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY