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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H28N2O2
Molecular Weight 340.4592
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYLHYDROCUPREINE

SMILES

[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=SUWZHLCNFQWNPE-LATRNWQMSA-N
InChI=1S/C21H28N2O2/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/t14-,15-,20-,21+/m0/s1

HIDE SMILES / InChI
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 22:00:31 GMT 2023
Edited
by admin
on Fri Dec 15 22:00:31 GMT 2023
Record UNII
4W030VS2OG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYLHYDROCUPREINE
MI  
Common Name English
(8.ALPHA.,9R)-6'-ETHOXY-10,11-DIHYDROCINCHONAN-9-OL
Common Name English
OPTICHIN
Brand Name English
OPTOQUINE
Brand Name English
ETHYLHYDROCUPREINE [MI]
Common Name English
HYDROCUPREINE, ETHYL ETHER
Common Name English
HYDROCUPREINE, O6'-ETHYL-
Common Name English
HYDROCINCHONIDINE, 6'-ETHOXY-
Common Name English
OPTOCHIN
Brand Name English
CINCHONAN-9-OL, 6'-ETHOXY-10,11-DIHYDRO-, (8.ALPHA.,9R)-
Common Name English
NUMOQUIN
Brand Name English
Code System Code Type Description
CHEBI
86455
Created by admin on Fri Dec 15 22:00:31 GMT 2023 , Edited by admin on Fri Dec 15 22:00:31 GMT 2023
PRIMARY
WIKIPEDIA
OPTOCHIN
Created by admin on Fri Dec 15 22:00:31 GMT 2023 , Edited by admin on Fri Dec 15 22:00:31 GMT 2023
PRIMARY
EPA CompTox
DTXSID50893924
Created by admin on Fri Dec 15 22:00:31 GMT 2023 , Edited by admin on Fri Dec 15 22:00:31 GMT 2023
PRIMARY
SMS_ID
300000025491
Created by admin on Fri Dec 15 22:00:31 GMT 2023 , Edited by admin on Fri Dec 15 22:00:31 GMT 2023
PRIMARY
FDA UNII
4W030VS2OG
Created by admin on Fri Dec 15 22:00:31 GMT 2023 , Edited by admin on Fri Dec 15 22:00:31 GMT 2023
PRIMARY
PUBCHEM
87880
Created by admin on Fri Dec 15 22:00:31 GMT 2023 , Edited by admin on Fri Dec 15 22:00:31 GMT 2023
PRIMARY
DRUG CENTRAL
3740
Created by admin on Fri Dec 15 22:00:31 GMT 2023 , Edited by admin on Fri Dec 15 22:00:31 GMT 2023
PRIMARY
ECHA (EC/EINECS)
208-333-5
Created by admin on Fri Dec 15 22:00:31 GMT 2023 , Edited by admin on Fri Dec 15 22:00:31 GMT 2023
PRIMARY
CAS
522-60-1
Created by admin on Fri Dec 15 22:00:31 GMT 2023 , Edited by admin on Fri Dec 15 22:00:31 GMT 2023
PRIMARY
MERCK INDEX
m175
Created by admin on Fri Dec 15 22:00:31 GMT 2023 , Edited by admin on Fri Dec 15 22:00:31 GMT 2023
PRIMARY Merck Index
Related Record Type Details
Structure of ETHYLHYDROCUPREINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
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