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

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H28N2O2.ClH
Molecular Weight 376.92
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYLHYDROCUPREINE HYDROCHLORIDE

SMILES

Cl.[H][C@]1(C[C@@H]2CC[N@]1C[C@@H]2CC)[C@H](O)C3=C4C=C(OCC)C=CC4=NC=C3

InChI

InChIKey=QNRATNLHPGXHMA-XZHTYLCXSA-N
InChI=1S/C21H28N2O2.ClH/c1-3-14-13-23-10-8-15(14)11-20(23)21(24)17-7-9-22-19-6-5-16(25-4-2)12-18(17)19;/h5-7,9,12,14-15,20-21,24H,3-4,8,10-11,13H2,1-2H3;1H/t14-,15-,20-,21+;/m0./s1

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C21H28N2O2
Molecular Weight 340.4592
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Ethylhydrocupreine Hydrochloride (optochin) is a reagent used in the alteration in bacterial morphology, it is now used in cell culture techniques for the presumptive identification of Streptococcus pneumoniae, which is optochin-sensitive, from other alpha-hemolytic streptococci such as viridans streptococci, which are resistant. However, a single standardized procedure does not exist. Optochin is included neither in the current EUCAST breakpoint tables nor in the CLSI performance standards for antimicrobial susceptibility testing.

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
THE ACTION OF ETHYLHYDROCUPREIN (OPTOCHIN) ON TYPE STRAINS OF PNEUMOCOCCI IN VITRO AND IN VIVO, AND ON SOME OTHER MICROORGANISMS IN VITRO.
1915 Sep 1
Optochin resistance in Streptococcus pneumoniae: mechanism, significance, and clinical implications.
2001 Sep 1
Patents

Patents

US1997440
2

Sample Use Guides

In Vivo Use Guide
in mice: The ethylhydrocuprein (optochin base) was administered in the form of a 2 per cent solution in olive oil, given under the skin of the back. This treatment was given, in the first instance, immediately after the infection; if a second dose was given it was given after an interval of 24 hours
Route of Administration: Other
In Vitro Use Guide
Curator's Comment: The action of ethylhydrocuprein hydrochloride on the pneumococci in vitro is so strongly specific that it may possibly be used as a test for a true pneumococcus. The inhibitory or killing effects of ethylhydrocuprein hydrochloride in vitro on bacteria other than pneumococci are slight or absent. The effects are greater on streptococci than on any other organisms examined, but are still much less than on the pneumococci. This action distinguishes between the streptococcus group, including Streptococcus mucosus sometimes found in normal mouths, on the one hand, and the true pneumococcus (including Pneumococcus mucosus), on the other. Quinine hydrochloride inhibits the growth of, and kills the pneumococcus in vitro; much stronger concentrations, however, are necessary than in the case of ethylhydrocuprein.
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 14:58:00 GMT 2023
Edited
by admin
on Fri Dec 15 14:58:00 GMT 2023
Record UNII
S3N0JB4FC7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYLHYDROCUPREINE HYDROCHLORIDE
MI  
Common Name English
ETHYLHYDROCUPREINE HCL
Common Name English
GNF-PF-5574
Code English
HYDROCUPREINE, O6'-ETHYL-, MONOHYDROCHLORIDE
Common Name English
NUMOQUIN HYDROCHLORIDE
Brand Name English
TCMDC-125547
Code English
ETHYLHYDROCUPREINE HYDROCHLORIDE [MI]
Common Name English
NEUMOLISINA
Common Name English
OPTOCHIN HYDROCHLORIDE
Brand Name English
O-ETHYLHYDROCUPREINE HYDROCHLORIDE
Common Name English
CINCHONAN-9-OL, 6'-ETHOXY-10,11-DIHYDRO-, MONOHYDROCHLORIDE, (8.ALPHA.,9R)-
Common Name English
NSC-5361
Code English
Code System Code Type Description
ECHA (EC/EINECS)
222-302-3
Created by admin on Fri Dec 15 14:58:00 GMT 2023 , Edited by admin on Fri Dec 15 14:58:00 GMT 2023
PRIMARY
MERCK INDEX
m175
Created by admin on Fri Dec 15 14:58:00 GMT 2023 , Edited by admin on Fri Dec 15 14:58:00 GMT 2023
PRIMARY Merck Index
CAS
3413-58-9
Created by admin on Fri Dec 15 14:58:00 GMT 2023 , Edited by admin on Fri Dec 15 14:58:00 GMT 2023
PRIMARY
FDA UNII
S3N0JB4FC7
Created by admin on Fri Dec 15 14:58:00 GMT 2023 , Edited by admin on Fri Dec 15 14:58:00 GMT 2023
PRIMARY
ChEMBL
CHEMBL548228
Created by admin on Fri Dec 15 14:58:00 GMT 2023 , Edited by admin on Fri Dec 15 14:58:00 GMT 2023
PRIMARY
PUBCHEM
16219340
Created by admin on Fri Dec 15 14:58:00 GMT 2023 , Edited by admin on Fri Dec 15 14:58:00 GMT 2023
PRIMARY
NSC
5361
Created by admin on Fri Dec 15 14:58:00 GMT 2023 , Edited by admin on Fri Dec 15 14:58:00 GMT 2023
PRIMARY
Related Record Type Details
Structure of ETHYLHYDROCUPREINE
PARENT -> SALT/SOLVATE
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966