Eptastigmine

Title: Eptastigmine
CAS Registry Number: 101246-68-8
CAS Name: (3aS,8aR)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl heptylcarbamic acid ester
Additional Names: N-demethyl-N-heptylphysostigmine; heptylphysostigmine; heptylstigmine
Molecular Formula: C21H33N3O2
Molecular Weight: 359.51
Percent Composition: C 70.16%, H 9.25%, N 11.69%, O 8.90%
Literature References: Cholinesterase inhibitor; analog of physostigmine, q.v. Prepn: M. Pomponi et al., EP 154864; M. Brufani et al., US 4831155 (1985, 1989 both to Consiglio Naz. Ricerche). Prepn of tartrate: P. G. Pagella et al., EP 298202 (1989 to Mediolanum Farm. and Consiglio Naz. Ricerche). Prepn and pharmacology: M. Marta et al., Life Sci. 43, 1921 (1988). Anticholinesterase activity: P. De Sarno et al., Neurobiochem. Res. 14, 971 (1989). Clinical cholinesterase inhibition: L. K. Unni et al., Eur. J. Clin. Pharmacol. 41, 83 (1991).
Properties: Crystals from heptane, mp 60-64°; also reported as 58-62° (Marta). uv max (methanol): 303, 253 nm (e 3300, 14200).
Melting point: mp 60-64°
Absorption maximum: uv max (methanol): 303, 253 nm (e 3300, 14200)
Derivative Type: Tartrate
CAS Registry Number: 121652-76-4
Manufacturers' Codes: MF-201
Molecular Formula: C21H33N3O2.C4H6O6
Molecular Weight: 509.59
Percent Composition: C 58.92%, H 7.71%, N 8.25%, O 25.12%
Properties: Microcrystalline powder, mp 122-123°. Soly in water 70%. LD50 i.p. in mice: 35 mg/kg (De Sarno).
Melting point: mp 122-123°
Toxicity data: LD50 i.p. in mice: 35 mg/kg (De Sarno)
Therap-Cat: Cholinergic.
Keywords: Cholinergic; Cholinesterase Inhibitor.
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