IBOGAINE

한글명:IBOGAINE

카스 번호83-74-9

상품명:IBOGAINE

CBNumberCB9300459

분자식C20H26N2O

포뮬러 무게310.43

MOL 파일83-74-9.mol

화학적 성질

녹는점	152-153°
알파	D20 -53° (in 95% ethanol)
끓는 점	450.59°C (rough estimate)
밀도	1.0633 (rough estimate)
굴절률	1.6800 (estimate)
저장 조건	2-8°C
산도 계수 (pKa)	8.1 in 80% methylcellosolve
EPA	Ibogaine (83-74-9)

위험 및 안전 성명

위험품 표기	F,T
위험 카페고리 넘버	11-23/24/25-39/23/24/25
안전지침서	7-16-36/37-45
유엔번호(UN No.)	1544
위험 등급	6.1(b)
포장분류	III
유해 물질 데이터	83-74-9(Hazardous Substances Data)

그림문자(GHS)

IBOGAINE 화학적 특성, 용도, 생산

개요
This indole alkaloid occurs in the root of Tabernanthe iboga Baill. It was first examined in detail by Raymond-Hamet who assigned to it the empirical formula C19H24(26)ON2, now altered to that given above. The base forms colourless crystals from EtOH and is laevorotatory with [Q1D - 53° (EtOH). It is insoluble in Et20, slightly so in Me2CO or CHC1 3 but dissolves freely in MeOH, EtOH or H20. The alkaloid yields a hydrochloride, m.p. 299°C (dec.); lQlhs - 67° (MeOH) or - 37.3° (H20). It contains one methoxyl group and gives the typical indole reactions. On distillation with Zn dust or soda-lime it furnishes products which are indole derivatives with the ~-position free.
In a manner similar to that of cocaine, the alkaloid potentiates the pressor action of adrenaline and abolishes the sino-carotid reflexes. Unlike cocaine, however, it also augments the action of tyramine and that of dl-ephedrine to a slight extent. Vincent and Sero have reported that it inhibits the action of serum cholinesterase.
Purification Methods
Crystallise it from EtOH or aqueous EtOH and sublime it at 150o/0.01mm. It is soluble in organic solvents but insoluble in H2O. The hydrochloride, m 299-300o(dec), is soluble in H2O and alcohols. [Büchi et al. J Am Chem Soc 88 3099 1866, Rosenmund Chem Ber 108 1871 1975, Beilstein 23 III/IV 2742.]
참고 문헌
Raymond-Hamet., Bull. Soc. Chirn. Fr., 9,620 (1942)
Delourme-Houde., Chern. Abstr., 41, 1390 (1947)
Bartlett, Dickel, Taylor.,J. Arner. Chern. Soc., 80, 126 (1958)
Arai, Coppola, Jeffery., Acta Cryst., 13, 553 (1960)
Shamma, Soyster., Experientia, 20,36 (1964)
Synthesis: Buchi et ai., f. Arner. Chern. Soc., 88,3099 (1966)
Pharmacology: Raymond-Hamet, Rothlin., C.R. Soc. Bioi., 127,592 (1938)
Raymond-Hamet, Rothlin., Arch. inst. Pharrnacodyn., 63, 27 (1939)
Raymond-Hamet., Cornpt. rend., 201,285 (1940)
Raymond-Hamet., C.R. Soc. Bioi., 135, 176 (1941)
Raymond-Hamet, Perrot., Bull. Acad. Med., 24,423 (1941)
Vincent, Sero., C.R. Soc. Bioi., 136,612 (1942)

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