146-48-5 Yohimbine C21H26N2O3
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Yohimbine Basic information |
Product Name: | Yohimbine |
Synonyms: | D-YOHIMBINE;17alpha-hydroxy-yohimban-16alpha-carboxylic acid methyl ester;ALPHA-YOHIMBIN;RAUBASIN;yohimbine;YOHIMBINE, C-;17alpha-Hydroxyyohimban-16alpha-carboxylic acid;17-alpha-hydroxy-yohimban-16-alpha-carboxylicacimethylester |
CAS: | 146-48-5 |
MF: | C21H26N2O3 |
MW: | 354.45 |
EINECS: | 205-672-0 |
Product Categories: | -;Adrenoceptor;API;Plant extracts |
Mol File: | 146-48-5.mol |
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Yohimbine Chemical Properties |
Melting point | 231-233 °C(lit.) |
alpha | D20 +50.9 to +62.2° (ethanol); D20 +108° (pyridine); 20546 +129° (c = 0.5 in pyridine) |
Boiling point | 487.66°C (rough estimate) |
density | 1.1640 (rough estimate) |
refractive index | 1.6500 (estimate) |
storage temp. | Store at RT |
CAS DataBase Reference | 146-48-5(CAS DataBase Reference) |
NIST Chemistry Reference | Yohimbine(146-48-5) |
Safety Information |
Hazard Codes | T |
Risk Statements | 23/24/25-39 |
Safety Statements | 27-36/37/39-45 |
RIDADR | 1544 |
RTECS | ZG1000000 |
HazardClass | 6.1(a) |
PackingGroup | II |
Yohimbine Usage And Synthesis |
Chemical Properties | Glistening, needle-like alkaloid, soluble in alcohol and ether, very slightly soluble in water. |
Uses | sexual dysfunction |
Uses | Yohimbine occurs in Corinanthe johimbeK. and Rubiaceae trees. It is also foundin the roots of Rauwolfia serpentina L.and Apocyanaceae. Its derivatives areused therapeutically as adrenergic blockingagents. |
Definition | ChEBI: An indole alkaloid with alpha2-adrenoceptor antagonist activity. It is produced by Corynanthe johimbe and Rauwolfia serpentina. |
General Description | Yohimbine (Yocon)is a competitive and selective 2-blocker. The compound isan indolealkylamine alkaloid and is found in the bark of thetree Pausinystalia yohimbe and in Rauwolfia root. |
Health Hazard |
Pharmacologically, yohimbine is an adrenergic blocking agent. It exhibits hypotensive and cardiostimulant activities. Poisoningfrom excessive doses may become severe,causing convulsions and respiratory failure LD50 value, intraperitoneal (mice): 16 mg/kg LD50 value, oral (mice): 37 mg/kg. |
Biological Activity | α 2 -adrenoceptor antagonist (pK i values are 8.52, 8.00 and 9.17 for human a 2A , a 2B and a 2C receptors respectively). |
Clinical Use | Yohimbine increases heart rate and blood pressure as aresult of its blockade of 2-receptors in the CNS. It has beenused experimentally to treat male erectile impotence. |
Purification Methods | Crystallise the alkaloid from EtOH, and dry it in a vacuum to remove EtOH of crystallisation. [Van Tamelen et al. J Am Chem Soc 91 7315 1969, Stork |
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