Chlorobutanol hemihydrateProduct ingredient for Chlorobutanol
- Name
- Chlorobutanol hemihydrate
- Drug Entry
- Chlorobutanol
Chlorobutanol, or chlorbutol, is an alcohol-based preservative with no surfactant activity 5. It also elicits sedative-hypnotic and weak local anesthetic actions in addition to antibacterial and antifungal properties. Similar in nature to chloral hydrate, it is formed by the simple nucleophilic addition of chloroform and acetone.
As a long-term stabilizer of multi-ingredient preparations, chlorobutanol is normally used at a concentration of 0.5%. At this concentration, it also conserves its antimicrobial activity.
Due to the long terminal half-life of 37 days, the use of chlorobutanol as a sedative is limited because of the considerable accumulation which will occur following multiple dosing 3. Chlorobutanol is a common detergent preservative in eye drops and other ophthalmic therapeutic formulations 4.
- Accession Number
- DBSALT003105
- Structure
Structure for Chlorobutanol hemihydrate (DBSALT003105)
- Synonyms
- Not Available
- UNII
- 3X4P6271OX
- CAS Number
- 6001-64-5
- Weight
- Average: 372.91
Monoisotopic: 369.9230606 - Chemical Formula
- C8H16Cl6O3
- InChI Key
- WRWLCXJYIMRJIN-UHFFFAOYSA-N
- InChI
- InChI=1S/2C4H7Cl3O.H2O/c2*1-3(2,8)4(5,6)7;/h2*8H,1-2H3;1H2
- IUPAC Name
- bis(1,1,1-trichloro-2-methylpropan-2-ol) hydrate
- SMILES
- O.CC(C)(O)C(Cl)(Cl)Cl.CC(C)(O)C(Cl)(Cl)Cl
- External Links
- ChemSpider
- 4447566
- Predicted Properties
Property Value Source Water Solubility 1.65 mg/mL ALOGPS logP 2.31 ALOGPS logP 1.75 Chemaxon logS -2 ALOGPS pKa (Strongest Acidic) 12.59 Chemaxon pKa (Strongest Basic) -3.9 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 20.23 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 37.27 m3·mol-1 Chemaxon Polarizability 14.75 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon