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
Molecular Formula | H2O |
Molecular Weight | 18.0153 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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 |
---|---|---|---|---|
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 |
---|---|---|
Is ketamine or its preservative responsible for neurotoxicity in the rabbit? | 1993 Jan |
|
Quaternary ammoniums and other preservatives' contribution in oxidative stress and apoptosis on Chang conjunctival cells. | 2001 Mar |
|
Effects of common ophthalmic preservatives on ocular health. | 2001 Sep-Oct |
|
Epithelial activity of hexokinase and glucose-6-phosphate dehydrogenase in cultured bovine lenses recovering from pharmaceutical-induced optical damage. | 2003 Nov 3 |
|
Rapid stimulation of free glucuronate formation by non-glucuronidable xenobiotics in isolated rat hepatocytes. | 2003 Sep 19 |
|
Management of earwax in primary care--postal survey of UK GPs and practice nurses. | 2004 Aug |
|
Allergic contact dermatitis from triethanolamine polypeptide oleate condensate in eardrops and shampoo. | 2005 Apr |
|
Assessment of corneal epitheliopathy in the critically ill. | 2005 Feb |
|
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 |
|
Vitamin C. Biosynthesis, recycling and degradation in mammals. | 2007 Jan |
|
Conjunctival provocation test for the diagnosis of ocular hypersensitivity to chlorobutanol. | 2007 Jan |
|
Development and validation of a stability-indicating analytical method for the quantitation of oxytocin in pharmaceutical dosage forms. | 2007 Jan 4 |
|
[Efficacy of an antiseptic dialysis of purulent wounds in the dentofacial region with hyvalix]. | 2007 Jul-Sep |
|
Equimolar mixture of 2,2,2-trifluoroethanol and 4-chloro-1-butanol is a stronger inducer of molten globule state: isothermal titration calorimetric and spectroscopic studies. | 2007 Oct |
|
Cytotoxicity of ophthalmic solutions with and without preservatives to human corneal endothelial cells, epithelial cells and conjunctival epithelial cells. | 2008 Aug |
|
Minimally invasive strabismus surgery for horizontal rectus muscle reoperations. | 2008 Dec |
|
Ototoxicity of triethanolamine polypeptide (cerumenex) in the chinchilla. | 2008 Mar |
|
DNA damage in preserved specimens and tissue samples: a molecular assessment. | 2008 Oct 23 |
|
Ocular preservatives: associated risks and newer options. | 2009 |
|
GC determination of acetone, acetaldehyde, ethanol, and methanol in biological matrices and cell culture. | 2009 Apr |
|
Reichardt's dye and its reactions with the alkylating agents 4-chloro-1-butanol, ethyl methanesulfonate, 1-bromobutane and Fast Red B - a potentially useful reagent for the detection of genotoxic impurities in pharmaceuticals. | 2009 Apr |
|
Comparative toxicity of preservatives on immortalized corneal and conjunctival epithelial cells. | 2009 Apr |
|
In vitro permeation of desmopressin across rabbit nasal mucosa from liquid nasal sprays: the enhancing effect of potassium sorbate. | 2009 Apr 11 |
|
A Freshwater clam (Corbicula fluminea) extract reduces cholesterol level and hepatic lipids in normal rats and xenobiotics-induced hypercholesterolemic rats. | 2009 Apr 22 |
|
Evidence that phosphatidylinositol 3-kinase is involved in sperm-induced tyrosine kinase signaling in Xenopus egg fertilization. | 2009 Dec 17 |
|
Minimally invasive strabismus surgery (MISS) for inferior obliquus recession. | 2009 Feb |
|
Atlantic salmon eggs favour sperm in competition that have similar major histocompatibility alleles. | 2009 Feb 7 |
|
Regeneration of the radial nerve cord in the sea cucumber Holothuria glaberrima. | 2009 Jan 6 |
|
Methadone-associated Q-T interval prolongation and torsades de pointes. | 2009 May 1 |
|
Therapeutic approaches to cerebral vasospasm complicating ruptured aneurysm. | 2009 Nov 16 |
|
Efficacy and patient tolerability of travoprost BAK-free solution in patients with open-angle glaucoma and ocular hypertension. | 2010 Aug 9 |
|
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 |
|
[Chlorobutanol poisoning: about a case]. | 2010 Oct |
|
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
Fri Dec 15 15:47:13 UTC 2023
by
admin
on
Fri Dec 15 15:47:13 UTC 2023
|
Record UNII |
3X4P6271OX
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
100000092147
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
PRIMARY | |||
|
SUB11812MIG
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
PRIMARY | |||
|
760101
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
PRIMARY | |||
|
1309399
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
PRIMARY | RxNorm | ||
|
C45678
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
CONCEPT | Industrial Aid | ||
|
DTXSID9022235
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
PRIMARY | |||
|
3X4P6271OX
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
PRIMARY | |||
|
5284505
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
PRIMARY | |||
|
6001-64-5
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
PRIMARY | |||
|
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
|
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. | ||
|
C79995
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
PRIMARY | |||
|
3X4P6271OX
Created by
admin on Fri Dec 15 15:47:13 UTC 2023 , Edited by admin on Fri Dec 15 15:47:13 UTC 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> SALT/SOLVATE | |||
|
ANHYDROUS->SOLVATE |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |