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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H11Cl3O6
Molecular Weight 309.528
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORALOSE

SMILES

[H][C@@]1(O[C@]2([H])O[C@@H](O[C@]2([H])[C@H]1O)C(Cl)(Cl)Cl)[C@H](O)CO

InChI

InChIKey=OJYGBLRPYBAHRT-IPQSZEQASA-N
InChI=1S/C8H11Cl3O6/c9-8(10,11)7-16-5-3(14)4(2(13)1-12)15-6(5)17-7/h2-7,12-14H,1H2/t2-,3+,4-,5-,6-,7-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/3320515 | https://www.ncbi.nlm.nih.gov/pubmed/18096143 | https://www.ncbi.nlm.nih.gov/pubmed/9580613 | https://www.ncbi.nlm.nih.gov/pubmed/27148970

Chloralose (alpha-Chloralose, 1,2-O-(2,2,2-Trichloroethylidene)-α-D-glucofuranose) is an avicide, and a rodenticide commonly used for the control of mice and birds. Since its initial description in 1893, alpha-chloralose has undergone extensive pharmacologic evaluation. It has been characterized as a compound possessing potent CNS activity and has been evaluated in humans and animal models for its therapeutic properties. Though the toxicity of the compound prohibits its use as a human therapeutic agent, it has been employed widely as an animal anesthetic in the laboratory setting. α-Chloralose is widely used as an anesthetic in studies of the cerebrovasculature because of its presumed minimal depression of autonomic function. α-Chloralose acts as the positive allosteric modulator of GABA-A receptor and increases the affinity for GABA 5-fold and produced a small increase in the efficacy of GABA. Studies of α-Chloralose interactions with other allosteric modulators determined that α-Chloralose binds to a site on the GABAA receptor complex distinct from the benzodiazepine, neurosteroid and barbiturate sites.

Originator

Sources: Un nouvel hypnotique; le chloralose. Revue Scientifique, 1893, Paris: 51:175-178. 354.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Alpha-chloralose is a suitable anesthetic for chronic focal cerebral ischemia studies in the rat: a comparative study.
2008 Jan 29
Patents

Patents

Sample Use Guides

Mice 114 mg/kg i.p. injection
Route of Administration: Intraperitoneal
In Vitro Use Guide
Xenopus oocytes expressed with human GABAA receptor alpha-1, beta-1 and gamma-2L subunits were used for activity evaluation. Oocytes were placed in a 250-ml recording chamber (Warner Instruments, Hamden, CT), and drug-induced currents were measured using standard two-electrode voltage clamp techniques with a Dagan TEV-201 amplifier. Oocytes were clamped at 270 mV and perfused with Barth’s solution at 1 ml/min by gravity flow. Oocytes were maintained at room temperature (21–23°C) during the electrophysiological experiments. Chloralose were delivered to the oocytes by gravity flow using an Autobank 8 perfusion system (AutoMate Scientific, Oakland, CA) at 2.4 ml/min. Base-line currents were recorded for 10 sec followed by a 15-sec drug application. The entire drug response was recorded for 1 min. Oocytes were given a 5- to 10-min recovery period between drug applications. For most experiments, GABAA receptors were activated using 30 mM GABA. Reversal potentials for GABA and a-chloralose were determined by measuring the current-voltage relationship of the responses. Current- voltage curves were measured by initially clamping oocytes at 2120 mV and ramping the membrane potential from 2120 mV to 170 mV over 750 msec. The ramp episode was repeated three times within 10 sec and the responses averaged. Before determination of the reversal potential of drug-induced responses, the base-line current was measured for the ramp protocol.
Name Type Language
CHLORALOSE
INN   ISO   MART.   WHO-DD  
INN  
Official Name English
(R)-1,2-O-(2,2,2-TRICHLOROETHYLIDENE)-D- GLUCOFURANOSE
Common Name English
.ALPHA.-CHLORALOSE
MI  
Common Name English
Chloralose [WHO-DD]
Common Name English
CHLORALOSE [ISO]
Common Name English
chloralose [INN]
Common Name English
ALPHAKIL
Brand Name English
CHLORALOSE [MART.]
Common Name English
.ALPHA.-CHLORALOSE [MI]
Common Name English
NSC-758888
Code English
ALPHACHLORALOSE
Common Name English
ALFAMAT
Brand Name English
Code System Code Type Description
FDA UNII
238BZ29MUE
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MERCK INDEX
m3342
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PRIMARY Merck Index
EPA CompTox
DTXSID4020088
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EVMPD
SUB06171MIG
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ECHA (EC/EINECS)
240-016-7
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PUBCHEM
7057995
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SMS_ID
100000081557
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CAS
15879-93-3
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DRUG CENTRAL
3086
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ChEMBL
CHEMBL2104181
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ALANWOOD
chloralose
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INN
4082
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WIKIPEDIA
CHLORALOSE
Created by admin on Fri Dec 15 15:18:58 GMT 2023 , Edited by admin on Fri Dec 15 15:18:58 GMT 2023
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NCI_THESAURUS
C166536
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MESH
D002698
Created by admin on Fri Dec 15 15:18:58 GMT 2023 , Edited by admin on Fri Dec 15 15:18:58 GMT 2023
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NSC
758888
Created by admin on Fri Dec 15 15:18:58 GMT 2023 , Edited by admin on Fri Dec 15 15:18:58 GMT 2023
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