(R)-2-acetylthiomethyl-3-phenylpropanoic acid
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Basic information
- CAS
116111-79-6- Standard SMILES
CC(=O)SC[C@H](Cc1ccccc1)C(=O)O- InChIKey
BCAAXVOKLXDSPD-NSHDSACASA-N- Molecular formula
- C12H14O3S
- Average molar mass
- 238.3 g/mol
- Monoisotopic mass
- 238.06636548
Names & identifiers
- Preferred name
- (R)-2-acetylthiomethyl-3-phenylpropanoic acid
- IUPAC
- (2R)-2-(acetylsulfanylmethyl)-3-phenylpropanoic acid
- English name
- (R)-α-[(Acetylthio)methyl]benzenepropanoic Acid
- Molecular formula
- C12H14O3S
- Molecular weight
- 238.30276
Names & synonyms
116111-79-6(R)-3-(Acetylthio)-2-benzylpropanoic acid(R)-2-acetylthiomethyl-3-phenylpropanoic acid(2R)-2-(acetylsulfanylmethyl)-3-phenylpropanoic acidstarbld0038893(R)-alpha-[(Acetylthio)methyl]benzenepropanoicAcidSCHEMBL6154521(alphaR)-alpha-[(Acetylthio)methyl]benzenepropanoic AcidBCAAXVOKLXDSPD-NSHDSACASA-N(R)-α-[(Acetylthio)methyl]benzenepropanoic AcidBenzenepropanoic acid, α-[(acetylthio)methyl]-, (αR)-
Database identifiers
- CAS
116111-79-6- PubChem CID
- 7019602
Properties
Computed structural propertiesFilling in
- XLogP
- 2.1
- Topological polar surface area
- 79.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 6
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 247
Physicochemical properties
- Boiling point
- 381.9 · 381.9±35.0 °C(Predicted)
- Density
- 1.226 · 1.226±0.06 g/cm3(Predicted)
- solubility
- Chloroform, DCM, Ethyl Acetate, Methanol
- form
- Oil
- pka
- 4.06 · 4.06±0.10(Predicted)
- color
- Colourless
Chemistry & industry
Applications
Uses(R)-α-[(Acetylthio)methyl]benzenepropanoic Acid is an intermediate in the synthesis of Retorphan (R278500), a powerful and selective inhibitors of neprilysin and are being developed as therapeutic agents. Retorphan behave as the prodrug of the enantiomers of Thiorphan (T369500).
Related reactions
2 records
Compound notes
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