(-)-threo-Metaraminol
Basic information
- CAS
21480-43-3- Standard SMILES
C[C@@H](N)[C@H](O)c1cccc(O)c1- InChIKey
WXFIGDLSSYIKKV-YQZUAVJVNA-N- Molecular formula
- C9H13NO2
- Average molar mass
- 167.2 g/mol
- Monoisotopic mass
- 167.09462866
Names & identifiers
- Preferred name
- (-)-threo-Metaraminol
- IUPAC
- 3-[(1R,2R)-2-amino-1-hydroxypropyl]phenol
- English name
- Metaraminol Bitartrate Impurity 3
- Molecular formula
- C9H13NO2
- Molecular weight
- 167.21
Names & synonyms
(-)-threo-Metaraminol21480-43-3RefChem:10491423-[(1R,2R)-2-amino-1-hydroxypropyl]phenolMetaraminol Impurity 43-((1R,2R)-2-amino-1-hydroxypropyl)phenol(1R,2R)-Metaraminol(1r,2r)-1-(m-hydroxyphenyl)-2-amino-1-propanolSCHEMBL5172992alpha-(1-Aminoethyl)-m-hydroxybenzyl alcohol, (1)-threo-BENZYL ALCOHOL, alpha-(1-AMINOETHYL)-m-HYDROXY-, (-)-threo-(1R,2R)-1-(m-Hydroxyphenyl)-2-amino-1-propanol; Benzenemethanol, a-[(1R)-1-aminoethyl]-3-hydroxy-, (aR)-; Benzenemethanol, a-(1-aminoethyl)-3-hydroxy-, [R-(R*,R*)]-; Benzyl alcohol, a-(1-aminoethyl)-m-hydroxy-, (aR,1R)-(-)- (8CI); (aR)-a-[(1R)-1-Aminoethyl]-3-hydroxybenzenemethanol; (-)-(1R,2R)-1-(m-Hy
Show more names
Ephedrine Impurity 3Metaraminol RR isomerMetaraminol Impurity 27Metaraminol impurity F1M-hydroxyamine Diastereomers 1Metaraminol bitartrate Impurity12Metaraminol Bitartrate Impurity 3Metaraminol Bitartrate Impurity DTetrahydroxyamine oxalate impurity 3
Database identifiers
- CAS
21480-43-3- PubChem CID
- 6321237
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 66.5 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 140
Physicochemical properties
- Boiling point
- 357.9 · 357.9±27.0 °C(Predicted)
- Density
- 1.198 · 1.198±0.06 g/cm3(Predicted)
- pka
- 9.75 · 9.75±0.10(Predicted)
- InChI
- InChI=1/C9H13NO2/c1-6(10)9(12)7-3-2-4-8(11)5-7/h2-6,9,11-12H,10H2,1H3/t6-,9+/s3
- InChIKey
- WXFIGDLSSYIKKV-YQZUAVJVNA-N
- SMILES
- [C@H](C1C=CC=C(O)C=1)(O)[C@H](N)C |&1:0,9,r|
Chemistry & industry
Applications
Uses(1R,2R)-1-(m-Hydroxyphenyl)-2-amino-1-propanol, an isomer of Metaraminol Bitartrate (M225565), a vasopressor comparable to ephedrine used in the maintenance of arterial pressure during spinal anesthesia. Also used in the treatment of hypotension while under the effect of anaesthesia.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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