Rauwolscine

Names

[ CAS No. ]:
131-03-3

[ Name ]:
Rauwolscine

[Synonym ]:
isoyohimbine
17a-Hydroxy-20a-yohimban-16b-carboxylic Acid Methyl Ester
KEOXIFENE
Corynanthidine
a-Yohimbine
α-Yohimbine
EINECS 205-006-9
20α-Yohimban-16β-carboxylic acid, 17α-hydroxy-, methyl ester (8CI)
Rauwolscine
RALOXIFENE HCL
KEOXIFENE HYDROCHLORIDE
Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16β,17α,20α)-
Methyl (16β,17α,20α)-17-hydroxyyohimban-16-carboxylate

Biological Activity

[Description]:

Rauwolscine is a selective α2-adrenoceptor antagonist that inhibits tumor growth and induces apoptosis[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

[In Vivo]

Rauwolscine (0.5 mg/kg, daily) 通过增强细胞凋亡和减少细胞增殖来减少 Balb/c 雌性小鼠的肿瘤生长[1]。 Rauwolscine (i.v., 2.24 mg/kg) 能明显释放大鼠的舔食冲突反应，类似于α受体激动剂 clonidine (0.022 mg/kg) 和benzodiazepine diazepam (0.5 mg/kg)[2]。

[References]

[1]. A Bruzzone, et al. Alpha2-adrenoceptor action on cell proliferation and mammary tumour growth in mice. Br J Pharmacol. 2008 Oct;155(4):494-504.

[2]. S La Marca, et al. The alpha-2 antagonists idazoxan and rauwolscine but not yohimbine or piperoxan are anxiolytic in the Vogel lick-shock conflict paradigm following intravenous administration. Life Sci. 1994;54(10):PL179-84.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
543.0±50.0 °C at 760 mmHg

[ Melting Point ]:
270-280ºC

[ Molecular Formula ]:
C₂₁H₂₆N₂O₃

[ Molecular Weight ]:
354.443

[ Flash Point ]:
282.2±30.1 °C

[ Exact Mass ]:
354.194336

[ PSA ]:
65.56000

[ LogP ]:
2.20

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.661

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: ZG1005000

CHEMICAL NAME :: 20-alpha-Yohimban-16-beta-carboxylic acid, 17-alpha-hydroxy-, methyl ester

CAS REGISTRY NUMBER :: 131-03-3

LAST UPDATED :: 198708

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C21-H26-N2-O3

MOLECULAR WEIGHT :: 354.49

WISWESSER LINE NOTATION :: T F6 D5 C666 EM ON&&TTTJ TQ UVO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Behavioral - changes in motor activity (specific assay)

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 134,447,1961

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85IXA4 "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948 Volume(issue)/page/year: -,317,1948

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 80 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Behavioral - changes in motor activity (specific assay)

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 134,447,1961

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
23/24/25

[ Safety Phrases ]:
22-36/37/39-45

[ RIDADR ]:
UN 1544 6.1/PG 2

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)