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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H20N2O2.ClH
Molecular Weight 272.771
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DROPROPIZINE HYDROCHLORIDE, (S)-

SMILES

Cl.OC[C@@H](O)CN1CCN(CC1)C2=CC=CC=C2

InChI

InChIKey=QBZODDIRPJEEQW-ZOWNYOTGSA-N
InChI=1S/C13H20N2O2.ClH/c16-11-13(17)10-14-6-8-15(9-7-14)12-4-2-1-3-5-12;/h1-5,13,16-17H,6-11H2;1H/t13-;/m0./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C13H20N2O2
Molecular Weight 236.3101
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.rlsnet.ru/mnn_index_id_2804.htm | https://www.drugs.com/international/levodropropizine.html | https://www.ncbi.nlm.nih.gov/pubmed/26097707 | https://www.ncbi.nlm.nih.gov/pubmed/1611233

Levodropropizine is a non-opioid cough suppressant whose peripheral antitussive action may result from its modulation of sensory neuropeptide levels within the respiratory tract. Levodropropizine exerts its antitussive effect through an inhibitory action at the level of the airway sensory nerves and it has been shown to be able to inhibit in vitro the release of neuropeptides from C-fibers. Levodropropizine is an effective antitussive drug both in children and adults, showing statistically significant better outcomes vs. central antitussive drugs in terms of overall efficacy in reducing cough intensity, frequency and night awakenings. After oral administration, Levodropropizine is absorbed from the intestine, undergoes the first-pass metabolism and reaches peak plasma concentrations approximately 90 to 120 minutes after administration. Levocloperastine undergoes extensive biotransformation and is widely distributed throughout the body. Levocloperastine can cross the placental barrier (although to a moderate extent), but there is no evidence of accumulation, and is eliminated in the form of metabolites mainly in the faeces and to a lesser degree in the urine. The pharmacological effects of Levodropropizine were confirmed in large-scale clinical trials, non-blind or comparative. In the 10 trials reported here, oral Levodropropizine caused a rapid remission (after the first day of treatment) in cough symptoms (intensity and frequency of a daytime cough and disturbed night-time sleep) in all groups of patients. In children, the improved sleep quality resulted in a significant reduction in irritability and an overall improvement in their quality of life. Importantly, in adult patients with COPD, Levodropropizine reduced the frequency and intensity of dry unproductive cough without adversely influencing the beneficial effects of underlying treatment. In clinical trials, Levodropropizine was generally well tolerated, with mild and transient nausea the only adverse event reported. There was no evidence of central adverse events with Levodropropizine.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Levotuss

Approved Use

Indication: Dry non-productive cough with pharyngitis, laryngitis, acute tracheitis and tracheobronchitis, influenza, bronchopneumonia, chronic obstructive bronchitis, bronchial asthma, emphysema, lung tumor, allergic and infectious-inflammatory diseases of the respiratory tract (symptomatic treatment).
PubMed

PubMed

TitleDatePubMed
[Determination of levodropropizine and its pharmacokinetics in human plasma using LC/MS/MS].
2004 Dec
HPLC determination and steady-state bioavailability study of levodropropizine sustained-release tablets in dogs.
2006 Jun
Clinical expert guidelines for the management of cough in lung cancer: report of a UK task group on cough.
2010 Oct 6
Patents

Patents

Sample Use Guides

10 ml of syrup (60mg Levodropropizine) or 20 drops, preferably diluted in half a glass of water, 1-3 times a day at intervals of not less than 6 hours; Children from 2 to 12 years of age are given 1 mg / kg (syrup) 1-3 times a day until cessation ceases, but not more than a week
Route of Administration: Oral
In Vitro Use Guide
In the experiments the quasidiploid V79 Chinese hamster cells were used. Cells attached on petri dishes were exposed to Dropropizine (8000 ug/ml) Then the drug solutions were removed by aspiration, the cells were rinsed with PBS buffer and the numbers of cells in each treated group as well as in control groups were counted at 24-h intervals. Cytostatic effects lasting 24 h were observed.
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:20:49 GMT 2023
Edited
by admin
on Sat Dec 16 11:20:49 GMT 2023
Record UNII
5WTV3WD98I
Record Status Validated (UNII)
Record Version
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Name Type Language
DROPROPIZINE HYDROCHLORIDE, (S)-
Common Name English
1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)-, MONOHYDROCHLORIDE, (2S)-
Common Name English
1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)-, HYDROCHLORIDE (1:1), (2S)-
Systematic Name English
Code System Code Type Description
FDA UNII
5WTV3WD98I
Created by admin on Sat Dec 16 11:20:49 GMT 2023 , Edited by admin on Sat Dec 16 11:20:49 GMT 2023
PRIMARY
CAS
396100-95-1
Created by admin on Sat Dec 16 11:20:49 GMT 2023 , Edited by admin on Sat Dec 16 11:20:49 GMT 2023
PRIMARY
PUBCHEM
124081877
Created by admin on Sat Dec 16 11:20:49 GMT 2023 , Edited by admin on Sat Dec 16 11:20:49 GMT 2023
PRIMARY
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