Details
Stereochemistry | ACHIRAL |
Molecular Formula | C4H7Cl3O |
Molecular Weight | 177.457 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)(O)C(Cl)(Cl)Cl
InChI
InChIKey=OSASVXMJTNOKOY-UHFFFAOYSA-N
InChI=1S/C4H7Cl3O/c1-3(2,8)4(5,6)7/h8H,1-2H3
Molecular Formula | C4H7Cl3O |
Molecular Weight | 177.457 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Chlorobutanol, or trichloro-2-methyl-2-propanol, is an analgesic and sedative hypnotic in man, and an experimental general anesthetic. It has antibacterial and antifungal properties. It is also used chemical preservative for parenteral drugs. It was found, that chlorobutanol inhibited mammalian Nav 1.2 channels at concentrations less than those used to preserve parenteral solutions. Its mechanism of inhibiting Na channels differs from that of local anesthetics in that it does not show use dependent or state dependent inhibition.
Approval Year
T1/2
Value | Dose | Co-administered | Analyte | Population |
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10 day EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7159691 |
600 mg single, oral dose: 600 mg route of administration: Oral experiment type: SINGLE co-administered: |
CHLOROBUTANOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
43% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7159691 |
600 mg single, oral dose: 600 mg route of administration: Oral experiment type: SINGLE co-administered: |
CHLOROBUTANOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Doses
Dose | Population | Adverse events |
---|---|---|
600 mg single, oral Studied dose |
healthy, 20-30 |
Other AEs: Sedation, Light headedness... |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Euphoria | 600 mg single, oral Studied dose |
healthy, 20-30 |
|
Light headedness | 600 mg single, oral Studied dose |
healthy, 20-30 |
|
Sedation | 600 mg single, oral Studied dose |
healthy, 20-30 |
PubMed
Title | Date | PubMed |
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Is ketamine or its preservative responsible for neurotoxicity in the rabbit? | 1993 Jan |
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Review of a randomized trial comparing 2 cerumenolytic agents. | 2003 Dec |
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QTc interval prolongation associated with intravenous methadone. | 2003 Oct |
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Convenient preparation of L-arabino-hexos-5-ulose derivatives from lactose. | 2003 Oct 31 |
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Allergic contact dermatitis from triethanolamine polypeptide oleate condensate in eardrops and shampoo. | 2005 Apr |
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Application of a capillary electrophoresis method for simultaneous determination of preservatives in pharmaceutical formulations. | 2005 Feb |
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[The treatment of hyperemesis gravidarum with chlorobutanol-caffeine rectal suppositories in Denmark: practice and evidence]. | 2007 May 28 |
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In vitro permeation of desmopressin across rabbit nasal mucosa from liquid nasal sprays: the enhancing effect of potassium sorbate. | 2009 Apr 11 |
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Minimally invasive strabismus surgery (MISS) for inferior obliquus recession. | 2009 Feb |
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Regeneration of the radial nerve cord in the sea cucumber Holothuria glaberrima. | 2009 Jan 6 |
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[Chlorobutanol poisoning: about a case]. | 2010 Oct |
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Cytotoxicity of five fluoroquinolone and two nonsteroidal anti-inflammatory benzalkonium chloride-free ophthalmic solutions in four corneoconjunctival cell lines. | 2010 Sep 20 |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7689400
It was examined chlorobutanol effect on on exocrine response and intracellular Ca2+ dynamics in isolated pancreatic acini of the rat. Chlorobutanol (1 mg ml-1) markedly inhibited the secretory response to cholecystokinin octapeptide (CCK-8), carbamylcholine chloride (carbachol), or sodium fluoride, a direct G-protein activator. However, chlorobutanol itself induced a maximal release of amylase when the dose was increased to 4 mg ml-1. Chlorobutanol inhibited 13 pM [125I]-CCK-8 or 0.5 nM [3H]-methylscopolamine chloride binding to the acinar cells in a dose-dependent manner. These results indicate that chlorobutanol produces discernible pharmacological effects on the secretory response in rat pancreatic acinar cells through changes in the Ca2+ dynamics.
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:15:22 GMT 2025
by
admin
on
Mon Mar 31 18:15:22 GMT 2025
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Record UNII |
HM4YQM8WRC
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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FDA ORPHAN DRUG |
98896
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WHO-ATC |
A04AD54
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EPA PESTICIDE CODE |
17501
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CFR |
21 CFR 310.538
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WHO-VATC |
QA04AD54
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WHO-VATC |
QA04AD04
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WHO-ATC |
A04AD04
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Code System | Code | Type | Description | ||
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440
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PRIMARY | |||
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HM4YQM8WRC
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100000081866
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C45678
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CONCEPT | Industrial Aid | ||
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3092
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PRIMARY | |||
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C65317
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44794
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SUB11813MIG
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CHEMBL1439973
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PRIMARY | |||
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2761
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CHLOROBUTANOL
Created by
admin on Mon Mar 31 18:15:22 GMT 2025 , Edited by admin on Mon Mar 31 18:15:22 GMT 2025
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PRIMARY | Description: Colourless crystals or a white, crystalline powder; odour, characteristic, camphoraceous.Solubility: Slightly soluble in water; very soluble in ethanol (~750 g/l) TS and ether R; soluble in glycerol R.Category: Antimicrobial preservative.Storage: Chlorobutanol should be kept in a tightly closed container. | ||
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200-317-6
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5977
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DB11386
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57-15-8
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1112503
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D002724
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PRIMARY | |||
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SUB06190MIG
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DTXSID1041217
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PRIMARY | |||
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CHLOROBUTANOL
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m3399
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PRIMARY | Merck Index | ||
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2378
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PRIMARY | RxNorm | ||
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HM4YQM8WRC
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PRIMARY |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
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SOLVATE->ANHYDROUS |
Related Record | Type | Details | ||
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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