Pentoxyverine

Modify Date: 2024-01-02 16:46:27

Pentoxyverine Structure
Pentoxyverine structure
Common Name Pentoxyverine
CAS Number 77-23-6 Molecular Weight 333.465
Density 1.0±0.1 g/cm3 Boiling Point 435.5±30.0 °C at 760 mmHg
Molecular Formula C20H31NO3 Melting Point N/A
MSDS N/A Flash Point 217.2±24.6 °C

 Use of Pentoxyverine


Pentoxyverine (Carbetapentane) is a sigma-1 receptor agonist, with a Ki of 75 nM on guinea-pig brain membranes. Pentoxyverine is a centrally-acting cough suppressant with antimuscarinic and anticonvulsant properties. Pentoxyverine can be used for inhibiting bronchial interceptor, weakening of cough reflex, bronchial smooth muscle relaxation and reduction of airway resistance[1][2][3][4].

 Names

Name Pentoxyverine
Synonym More Synonyms

 Pentoxyverine Biological Activity

Description Pentoxyverine (Carbetapentane) is a sigma-1 receptor agonist, with a Ki of 75 nM on guinea-pig brain membranes. Pentoxyverine is a centrally-acting cough suppressant with antimuscarinic and anticonvulsant properties. Pentoxyverine can be used for inhibiting bronchial interceptor, weakening of cough reflex, bronchial smooth muscle relaxation and reduction of airway resistance[1][2][3][4].
Related Catalog
Target

Ki: 75 nM (sigma-1 receptor)[4]

In Vitro Pentoxyverine competitive binds to [3H]-pentazocine-labelled sites on guinea-pig brain membranes, with a Ki of 75 nM[4].
In Vivo Pentoxyverine (1-5 mg/kg; a single i.p.) inhibits citric-acid-induced cough in guinea-pigs[4].
References

[1]. Mohamed SH, et, al. Extraction-free spectrophotometric assay of the antitussive drug pentoxyverine citrate using sulfonephthalein dyes. Spectrochim Acta A Mol Biomol Spectrosc. 2019 Nov 5;222:117186.

[2]. Tortella FC, et, al. Dextromethorphan and carbetapentane: centrally acting non-opioid antitussive agents with novel anticonvulsant properties. Brain Res. 1986 Sep 24;383(1-2):314-8.

[3]. Calderon SN, et, al. Novel 1-phenylcycloalkanecarboxylic acid derivatives are potent and selective sigma 1 ligands. J Med Chem. 1994 Jul 22;37(15):2285-91.

[4]. Brown C, et, al. Antitussive activity of sigma-1 receptor agonists in the guinea-pig. Br J Pharmacol. 2004 Jan;141(2):233-40.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 435.5±30.0 °C at 760 mmHg
Molecular Formula C20H31NO3
Molecular Weight 333.465
Flash Point 217.2±24.6 °C
Exact Mass 333.230408
PSA 38.77000
LogP 3.29
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.517

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GY3450000
CHEMICAL NAME :
Cyclopentanecarboxylic acid, 1-phenyl-, 2-(2-(diethylamino)ethoxy)ethyl ester
CAS REGISTRY NUMBER :
77-23-6
BEILSTEIN REFERENCE NO. :
2299701
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C20-H31-N-O3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
150 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 9,446,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
130 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 9,446,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
13 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 9,446,1957

 Safety Information

Safety Phrases S26-S36
WGK Germany 3
HS Code 2921300090

 Synthetic Route

~%

Pentoxyverine Structure

Pentoxyverine

CAS#:77-23-6

Literature: US2842585 , ;

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2921300090
Summary 2921300090 other cyclanic, cyclenic or cyclotherpenic mono- or polyamines, and their derivatives; salts thereof。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

 Synonyms

carbetapentane
Cyclopentanecarboxylic acid, 1-phenyl-, 2-[2-(diethylamino)ethoxy]ethyl ester
2-{[2-(diethylamino)ethyl]oxy}ethyl 1-phenylcyclopentanecarboxylate
Atussil
EINECS 201-014-1
2-[2-(Diethylamino)ethoxy]ethyl 1-phenylcyclopentanecarboxylate
Tuclase
Pentoxyverine
Sedotussin
carbita Pentane
ucb2543
Pentoxyverin
Urex
Pentoxiverin
Pentoxiverine
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