Details
Stereochemistry | ACHIRAL |
Molecular Formula | 2C4H7Cl3O.H2O |
Molecular Weight | 372.929 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O.CC(C)(O)C(Cl)(Cl)Cl.CC(C)(O)C(Cl)(Cl)Cl
InChI
InChIKey=WRWLCXJYIMRJIN-UHFFFAOYSA-N
InChI=1S/2C4H7Cl3O.H2O/c2*1-3(2,8)4(5,6)7;/h2*8H,1-2H3;1H2
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 Dose: 600 mg Route: oral Route: single Dose: 600 mg Sources: Page: p.376 |
healthy, 20-30 n = 4 Health Status: healthy Age Group: 20-30 Sex: M Population Size: 4 Sources: Page: p.376 |
Other AEs: Sedation, Light headedness... Other AEs: Sedation Sources: Page: p.376Light headedness Euphoria |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Euphoria | 600 mg single, oral Studied dose Dose: 600 mg Route: oral Route: single Dose: 600 mg Sources: Page: p.376 |
healthy, 20-30 n = 4 Health Status: healthy Age Group: 20-30 Sex: M Population Size: 4 Sources: Page: p.376 |
|
Light headedness | 600 mg single, oral Studied dose Dose: 600 mg Route: oral Route: single Dose: 600 mg Sources: Page: p.376 |
healthy, 20-30 n = 4 Health Status: healthy Age Group: 20-30 Sex: M Population Size: 4 Sources: Page: p.376 |
|
Sedation | 600 mg single, oral Studied dose Dose: 600 mg Route: oral Route: single Dose: 600 mg Sources: Page: p.376 |
healthy, 20-30 n = 4 Health Status: healthy Age Group: 20-30 Sex: M Population Size: 4 Sources: Page: p.376 |
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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Quaternary ammoniums and other preservatives' contribution in oxidative stress and apoptosis on Chang conjunctival cells. | 2001 Mar |
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Effects of common ophthalmic preservatives on ocular health. | 2001 Sep-Oct |
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Clinical inquiries. What is the best treatment for impacted cerumen? | 2002 Feb |
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Ear drops for the removal of ear wax. | 2003 |
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Development of a multidose formulation for a humanized monoclonal antibody using experimental design techniques. | 2003 |
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QTc interval prolongation associated with intravenous methadone. | 2003 Oct |
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Application of a capillary electrophoresis method for simultaneous determination of preservatives in pharmaceutical formulations. | 2005 Feb |
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An efficient synthesis of a dual PPAR alpha/gamma agonist and the formation of a sterically congested alpha-aryloxyisobutyric acid via a Bargellini reaction. | 2005 Oct 14 |
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Clinical review: Prevention and therapy of vasospasm in subarachnoid hemorrhage. | 2007 |
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Medication administered to children from 0 to 7.5 years in the Avon Longitudinal Study of Parents and Children (ALSPAC). | 2007 Feb |
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[Contact allergy to triethanolamine in ear drops and shampoo]. | 2007 Jan |
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Conjunctival provocation test for the diagnosis of ocular hypersensitivity to chlorobutanol. | 2007 Jan |
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Effect of ophthalmic solution components on acrylic intraocular lenses. | 2007 Jan |
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Development and evaluation of a chloramphenicol hypertonic ophthalmic solution. | 2008 Jan |
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Ototoxicity of triethanolamine polypeptide (cerumenex) in the chinchilla. | 2008 Mar |
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Comparative toxicity of preservatives on immortalized corneal and conjunctival epithelial cells. | 2009 Apr |
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A Freshwater clam (Corbicula fluminea) extract reduces cholesterol level and hepatic lipids in normal rats and xenobiotics-induced hypercholesterolemic rats. | 2009 Apr 22 |
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Minimally invasive strabismus surgery (MISS) for inferior obliquus recession. | 2009 Feb |
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Atlantic salmon eggs favour sperm in competition that have similar major histocompatibility alleles. | 2009 Feb 7 |
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Methadone-associated Q-T interval prolongation and torsades de pointes. | 2009 May 1 |
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Therapeutic approaches to cerebral vasospasm complicating ruptured aneurysm. | 2009 Nov 16 |
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Modification of cell wall properties in lettuce improves shelf life. | 2010 Feb |
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The world's richest tadpole communities show functional redundancy and low functional diversity: ecological data on Madagascar's stream-dwelling amphibian larvae. | 2010 May 12 |
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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.
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100000092147
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SUB11812MIG
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760101
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1309399
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C45678
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CONCEPT | Industrial Aid | ||
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DTXSID9022235
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3X4P6271OX
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5284505
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6001-64-5
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CHLOROBUTANOL HEMIHYDRATE
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
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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.Labelling: The designation on the container of Chlorobutanol should state whether it is the hemihydrate or the anhydrous form. | ||
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C79995
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3X4P6271OX
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ACTIVE MOIETY
SUBSTANCE RECORD