Basic information
- Standard SMILES
OC[C@@H](O)CN1CCN(c2ccccc2)CC1- InChIKey
PTVWPYVOOKLBCG-ZDUSSCGKSA-N- Molecular formula
- C13H20N2O2
- Average molar mass
- 236.31 g/mol
- Monoisotopic mass
- 236.15247788
Overview
Levodropropizine is a member of the class of N-arylpiperazines that is N-phenylpiperazine in which the amino hydrogen is replaced by a 2,3-dihydroxypropyl group (the S-enantiomer). A peripherally acting antitussive drug that is used as an alternative to opioids. It has a role as an antitussive. It is a secondary alcohol, a N-alkylpiperazine and a N-arylpiperazine.
Names & identifiers
- Preferred name
- Levodropropizine
- IUPAC
- (2S)-3-(4-phenylpiperazin-1-yl)propane-1,2-diol
- English name
- Levodropropizine
- Molecular formula
- C13H20N2O2
- Molecular weight
- 236.31
Names & synonyms
Show more names
Database identifiers
- CAS
99291-25-5- PubChem CID
- 65859
- DTXSID
DTXSID8023210- ChEMBL
CHEMBL1288810- ChEBI
CHEBI:82722- UNII
- 3O31P6T4G3
- EC Number
- 640-087-8
- Nikkaji
- J276.144K
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 46.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 211
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 98 · 98-100°C
- Boiling point
- 412.7 · 412.7±34.0 °C(Predicted)
- Density
- 1.168 · 1.168±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Slightly soluble in water, freely soluble in dilute acetic acid and in methanol, slightly soluble in ethanol (96 per cent).
- pka
- 14.21 · 14.21±0.20(Predicted)
- form
- Solid
- color
- White to Almost white
- Major Application
- pharmaceutical (small molecule)
- InChI
- InChI=1S/C13H20N2O2/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/t13-/m0/s1
- InChIKey
- PTVWPYVOOKLBCG-ZDUSSCGKSA-N
- SMILES
- C(O)[C@@H](O)CN1CCN(C2=CC=CC=C2)CC1
- CAS DataBase Reference
- 99291 · 99291-25-5(CAS DataBase Reference)
- FDA UNII
- 3 O31P6T4G3 · 3O31P6T4G3
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 264 · P264-P270-P301+P312+P330-P501
- WGK Germany
- 3 · WGK 3
- HS Code
- 2933.59 · 2933.59.5300
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 10 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Safety data
- wgk
- WGK 3
- hs_code
- 2933.59.5300
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312+P330-P501
Chemistry & industry
Pharmacology
ATC Code
R05DB27
R - Respiratory system
QR - Respiratory system
Applications
UsesCough Suppressant
UsesS-Form of Dropropizine. Cough suppressive phenylpiperazine derivative. Antitussive.
Suppliers50 total
Additional notes
DefinitionChEBI: A member of the class of N-arylpiperazines that is N-phenylpiperazine in which the amino hydrogen is replaced by a 2,3-dihydroxypropyl group (the S-enantiomer). A peripherally acting antitussive drug t at is used as an alternative to opioids.
Related reactions
Linked notes
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