(S)-N-(2-Methylphenyl)-2-(propylamino)propanamide
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Basic information
- CAS
14289-31-7- Standard SMILES
CCCN[C@@H](C)C(=O)Nc1ccccc1C- InChIKey
MVFGUOIZUNYYSO-NSHDSACASA-N- Molecular formula
- C13H20N2O
- Average molar mass
- 220.31 g/mol
- Monoisotopic mass
- 220.15756327
Names & identifiers
- Preferred name
- (S)-N-(2-Methylphenyl)-2-(propylamino)propanamide
- IUPAC
- (2S)-N-(2-methylphenyl)-2-(propylamino)propanamide
- English name
- L-(+)-Prilocaine
- Molecular formula
- C13H20N2O
- Molecular weight
- 220.31
Names & synonyms
14289-31-7(S)-N-(2-Methylphenyl)-2-(propylamino)propanamide(2S)-N-(2-methylphenyl)-2-(propylamino)propanamide(S)-PrilocainePropanamide, N-(2-methylphenyl)-2-(propylamino)-, (S)-L-(+)-PrilocainePrilocaine (S)-IsomerLopac-P-9547NCGC00016594-01CAS-1786-81-8SCHEMBL866149CHEMBL1318078
Show more names
Prilocaine Impurity 28o-Propionotoluidide, 2-(propylamino)-, L-(+)- (8CI)Propanamide, N-(2-methylphenyl)-2-(propylamino)-, (2S)- (9CI)
MVFGUOIZUNYYSO-NSHDSACASA-NNCGC00015860-01NCGC00015860-07PD132404(S)-2-(propylamino)-N-(o-tolyl)propanamide
Database identifiers
- CAS
14289-31-7- PubChem CID
- 6603976
- ChEMBL
CHEMBL1318078- Nikkaji
- J788.382J
Properties
Computed structural propertiesFilling in
- XLogP
- 2.1
- Topological polar surface area
- 41.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 5
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 218
Physicochemical properties
- Boiling point
- 361.58 · 361.580±25.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.029 · 1.029±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 14.237 · 14.237±0.70(predicted)
Chemistry & industry
Applications
Uses(S)-Prilocaine is a local anesthetic of the amino amide type. Prilocaine is often used in dentistry. Prilocaine is also often combined with lidocaine as a preparation for dermal anesthesia (lidocaine/prilocaine or EMLA), for treatment of conditions like paresthesia.
Related reactions
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Compound notes
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