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apomorphine

apomorphine

CAS:
58-00-4
MF:
C17H17NO2
MW:
267.32

Properties

Melting point:
195°C (rough estimate)
Boiling point:
410.51°C (rough estimate)
Density 
1.0690 (rough estimate)
refractive index 
1.5400 (estimate)
solubility 
Aqueous Base (Slightly), DMSO (Slightly)
pka
7.0, 8.92(at 25℃)
form 
Solid
color 
White, crystalline alkaloid
Water Solubility 
20g/L(25 ºC)
Stability:
Hygroscopic

Safety Information

Toxicity
LD50 oral in mouse: > 100mg/kg

Use

Crystallise R-apomorphine from CHCl3 and a little pet ether, also from Et2O with 1 mol of Et2O which it loses at 100o. It sublimes in a high vacuum. It is white but turns green in moist air or in alkaline solution. UV: max 336, 399 (98% EtOH). The di-O-methylether is an oil b 175o/high vacuum, whose picrate crystallises from MeOH and has m 140o (dec). The di-O-acetate crystallises from EtOAc/pet ether with m 127-128o, [] D -88o (c 1, 0.1 N HCl). The di-O-benzoyl derivative has m 156-158o (from EtOH) and []D +43.44o (c 3.3, CHCl3). [Pachorr et al. Chem Ber 35 4377 1902, Beilstein 21 H 246.] NARCOTIC.

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Phentolamine4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamideR-(-)-Apomorphine
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