Hygrine

Title: Hygrine
CAS Registry Number: 496-49-1
CAS Name: 1-[(2R)-1-Methyl-2-pyrrolidinyl]-2-propanone
Additional Names: (+)-N-methyl-2-acetonylpyrrolidine
Molecular Formula: C8H15NO
Molecular Weight: 141.21
Percent Composition: C 68.04%, H 10.71%, N 9.92%, O 11.33%
Literature References: Occurs in leaves of Erythroxylon coca Lam., Erythroxylaceae of diverse origin: Liebermann, Ber. 22, 677 (1889). Synthesis: Galinovsky et al., Monatsh. Chem. 82, 551 (1951); Lukes et al., Collect. Czech. Chem. Commun. 24, 2433 (1959); Leonard, Cook, J. Am. Chem. Soc. 81, 5627 (1959). Enzymatic synthesis: Tuppy, Faltaous, Monatsh. Chem. 91, 167 (1960). Stereochemistry: Galinovsky et al., ibid. 84, 798 (1953). Absolute configuration: Lukes et al., Collect. Czech. Chem. Commun. 25, 483 (1960).
Properties: Liquid. bp11 76.5°; bp14 81°. nD20 1.4555. Sol in alcohol, chloroform, dil acids; slightly sol in water.
Boiling point: bp11 76.5°; bp14 81°
Index of refraction: nD20 1.4555
Derivative Type: Oxime
Molecular Formula: C8H16N2O
Molecular Weight: 156.23
Percent Composition: C 61.50%, H 10.32%, N 17.93%, O 10.24%
Properties: Crystals from ether, mp 123-124°.
Melting point: mp 123-124°
Hygrophylline Hymecromone Hymecromone O,O-Diethyl Phosphorothioate Hymexazol Hyodeoxycholic Acid

Hygrine
Chemical structure of hygrine
Ball-and-stick model of hygrine molecule
Identifiers
CAS number 496-49-1 YesY
PubChem 440933
ChemSpider 389762 YesY
KEGG C06179 YesY
ChEBI CHEBI:46750 YesY
Jmol-3D images Image 1
Properties
Molecular formula C8H15NO
Molar mass 141.21 g/mol
Boiling point 193–195 °C
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Hygrine is a pyrrolidine alkaloid, found mainly in coca leaves (0.2%). It was first isolated by Carl Liebermann in 1889 (along with a related compound cuscohygrine) as an alkaloid accompanying cocaine in coca. Hygrine is extracted as a thick yellow oil, having a pungent taste and odor.