Pentoxyverine
- CAS NO.:77-23-6
- Empirical Formula: C20H31NO3
- Molecular Weight: 333.46
- MDL number: MFCD00209899
- EINECS: 201-014-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-28 23:16:16
What is Pentoxyverine?
Absorption
In humans, maximum plasma concentrations are achieved 1.2 hours after oral dosing .
Toxicity
Acute oral LD50 is 810 mg/kg in rat and 230 mg/kg in mouse .
Originator
Asthma ,Nichiiko
The Uses of Pentoxyverine
Carbetapentane is an antitussive anticonvulsant sigma site agonist.
Indications
Indicated as a cough suppressant to relieve cough caused by the common cold, flu, bronchitis, and sinusitis .
Background
Pentoxyverine, also referred to as carbetapentane, is a non-opioid central acting antitussive with antimuscarinic, anticonvulsant , and local anesthetic properties. It is an active ingredient in over-the-counter cough suppressants in combination with guaifenesin and H1-receptor antagonists . Pentoxyverine acts on sigma-1 receptors, as well as kappa and mu-opioid receptors.
The FDA withdrew the use of all oral gel drug products containing pentoxyverine citrate. Other forms of pentoxyverine citrate continue to be marketed.
What are the applications of Application
Carbetapentane is an antitussive anticonvulsant sigma site agonist
Definition
ChEBI: 1-phenyl-1-cyclopentanecarboxylic acid 2-[2-(diethylamino)ethoxy]ethyl ester is a member of benzenes.
Manufacturing Process
1-Phenylcyclopentane carbonitrile was obtained by treatment of phenylacetonitrile with sodium amide and 1,4-dibrombutane.
1-Phenyl-1-cyclopentane carboxylic acid was produced in the result of reaction of 1-phenylcyclopentane carbonitrile with sulfuric acid.
1-Phenyl-1-cyclopentanecarbonyl chloride was obtained by treatment of 1phenyl-1-cyclopentane carboxylic acid with thionyl chloride.
A mixture of 0.5 mol of 1-phenyl-1-cyclopentanecarbonyl chloride and of 0.5 mol of 2-(2-diethylaminoethoxy)ethanol (herein-after referred to as the amino alcohol) in 300 ml of toluene is heated under reflux for 20 h. The mixture is thereafter made alkaline by means of an aqueous solution of caustic soda and decanted; the toluenic layer is washed with water and concentrated in vacuo. The residue is distilled under high vacuum. After two fractional distillations, the 2-(2-diethylaminoethoxy)ethyl 1-phenylcyclopentane-carboxylate is obtained, in 85% yield. Boiling point 164°C/0.1 mm. Hg.
brand name
Toclase (Pfizer).
Therapeutic Function
Antitussive
Pharmacokinetics
Pentoxyverine induces an antitussive action. In animal studies, intraperitoneal administration of pentoxyverine inhibited citric-acid-induced cough in guinea-pigs in vivo . Some mice and rat studies suggest that pentoxyverine may also exert anticonvulsant activities without inducing a protective effect from NMDA-induced lethality . Protective effects against maximal electroshock-induced seizures in a dose-related fashion was also observed following either intraperitoneal or oral administration . In hERG-transfected cells, pentoxyverine inhibited the outward current of the hERG ion channel with half-maximal inhibition concentrations (IC50) of 3.0 μM . In rats receiving intrathecal administration, pentoxyverine exhibited dose-dependent spinal blockade with a more sensory-selective action over motor blockade . It induced a spinal blockade with a more sensory/nociceptive-selective action over motor blockade compared to lidocaine .
Metabolism
No pharmacokinetic data available.
Properties of Pentoxyverine
Boiling point: | 165-170 °C (1.33Pa) |
Density | 1.048±0.06 g/cm3(Predicted) |
refractive index | 1.4990-1.5010 |
storage temp. | Refrigerator |
solubility | Dichloromethane (Slightly), Methanol (Slightly) |
form | Oil |
pka | 9.69±0.25(Predicted) |
color | Clear Very Dark Red to Brown |
CAS DataBase Reference | 77-23-6(CAS DataBase Reference) |
NIST Chemistry Reference | 1-Cyclopentanecarboxylate, 2-(diethylaminoethoxy)ethyl-1-phenyl-(77-23-6) |
Safety information for Pentoxyverine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Pentoxyverine
New Products
4-Aminotetrahydropyran-4-carbonitrile Hydrochloride (R)-3-Aminobutanenitrile Hydrochloride 4-AMINO-TETRAHYDRO-PYRAN-4-CARBOXYLIC ACID HCL 4-(Dimethylamino)tetrahydro-2H-pyran-4-carbonitrile 3-((Dimethylamino)methyl)-5-methylhexan-2-one oxalate 1,4-Dioxa-8-azaspiro[4.5]decane 5-Bromo-2-nitropyridine Nimesulide BP Aceclofenac IP/BP/EP Diclofenac Sodium IP/BP/EP/USP Mefenamic Acid IP/BP/EP/USP Ornidazole IP Diclofenac Potassium SODIUM AAS SOLUTION ZINC AAS SOLUTION BUFFER SOLUTION PH 10.0(BORATE) GOOCH CRUCIBLE SINTERED AQUANIL 5 BERYLLIUM AAS SOLUTION 2-Bromo-1-(bromomethyl)-3-chloro-5-nitrobenzene 2-Bromo-3-nitroaniline N-(3-Hydroxypropyl)-N-methylacetamide 3-Bromo-6-chloropyridazine 4-ethyl-3-nitrobenzoic acidRelated products of tetrahydrofuran
You may like
-
1-Methyl-6-oxo-1,6-dihydropyridazine-3-carbonitrile 98%View Details
99903-60-3 -
88491-46-7 98%View Details
88491-46-7 -
1823368-42-8 98%View Details
1823368-42-8 -
2-(3-(tert-butyl)phenoxy)-2-methylpropanoic acid 1307449-08-6 98%View Details
1307449-08-6 -
Ethyl 3-(furan-2-yl)-3-hydroxypropanoate 25408-95-1 98%View Details
25408-95-1 -
2-Chloro-5-fluoro-1-methoxy-3-methylbenzene 98%View Details
1805639-70-6 -
1784294-80-9 98%View Details
1784294-80-9 -
Lithium ClavulanateView Details
61177-44-4