(-)-Galantamine

C₁₇H₂₁NO₃CAS 357-70-0287.36 g/mol

Open in Covalent MOL file

Alcohol Alkene Ether Tertiary amine

Properties

Molecular formula: C₁₇H₂₁NO₃
Molar mass: 287.36 g/mol
Exact mass: 287.1521 Da
Melting point: 126–127 °C
pKa: 8.32
logP: 1.85Crippen estimate
Polar surface area: 41.9 Å²
H-bond donors / acceptors: 1 / 4
Rotatable bonds: 1
Stereocentres: S, R, Sin SMILES atom order

Hazards

Danger

H301+H331 Toxic if swallowed or if inhaled71.8% of notifiers
H301 Toxic if swallowed97.4% of notifiers
H315 Causes skin irritation97.4% of notifiers
H317 May cause an allergic skin reaction97.4% of notifiers
H319 Causes serious eye irritation94.9% of notifiers
H331 Toxic if inhaled97.4% of notifiers
H373 May causes damage to organs through prolonged or repeated exposure23.1% of notifiers
H400 Very toxic to aquatic life94.9% of notifiers
H410 Very toxic to aquatic life with long lasting effects94.9% of notifiers

Aggregated from 39 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501

Identifiers

CAS number

357-70-0

SMILES

COc1ccc2c3c1O[C@H]1C[C@@H](O)C=C[C@@]31CCN(C)C2

InChIKey

ASUTZQLVASHGKV-JDFRZJQESA-N

InChI

InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

14 names · show all

6H-Benzofuro[3a,3,2-ef][2]benzazepin-6-ol, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-, (4aS,6R,8aS)-
Galanthamine
6H-Benzofuro[3a,3,2-ef][2]benzazepin-6-ol, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-
(4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol
Galantamine
Lycoremine
Jilkon
Galantamin
Lycoremin
6H-Benzofuro[3a,3,2-ef][2]benzazepin-6-ol, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-, [4aS-(4aα,6β,8aR*)]-
(-)-Galanthamine
NSC 100058
Galantamina
BRN 0093736

Work with (-)-Galantamine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Galantamine hydrobromide1953-04-4Salt

Similar compounds

Rel-(4aR,8aR)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-one1668-86-666 % similar Narwedine510-77-066 % similar Lycoramine21133-52-860 % similar Allocryptopine485-91-633 % similar 2,3,4-Trimethoxybenzeneacetic acid22480-91-731 % similar Sinomenine115-53-730 % similar Trimetazidine5011-34-730 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Etodolac41340-25-4

Elsewhere

PubChem CAS Common Chemistry NIST WebBook