Raubasine Chemical Properties

Melting point:

258°C (rough estimate)

Boiling point:

486.04°C (rough estimate)

alpha 

D20 -60° (c = 0.5 in chloroform); D20 -45° (c = 0.5 in pyridine); D20 -39° (c = 0.25 in methanol)

Density 

1.1823 (rough estimate)

refractive index 

1.6500 (estimate)

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly, Heated)

form 

Solid

pka

pK1:10.55(+1) (25°C)

color 

Pale Yellow

optical activity

[α]/D -65±3°, c = 1 in chloroform

Water Solubility 

insoluble in water

BRN 

97268

LogP

2.880 (est)

NIST Chemistry Reference

Ajmalicine(483-04-5)

Safety Information

Hazard Codes 

Xn

Risk Statements 

25-22

Safety Statements 

22-45

RIDADR 

1544

WGK Germany 

3

RTECS 

AX7875000

HazardClass 

6.1(b)

PackingGroup 

III

Raubasine Usage And Synthesis

Description

Vinca rosea L. yields this alkaloid which crystallizes as colourless needles from MeOH. The base is laevorotatory having a specific rotation of [α]_D_620 (MeOH) and forms a crystalline hydrochloride, m.p. 281-3°e. The structure given above has been elucidated from chemical and spectroscopic data.

Uses

Antihypertensive, anti-ischemic.

Uses

Antihypertensive, anti-ischemic (cerebral and peripheral)

Definition

ChEBI: Ajmalicine is a monoterpenoid indole alkaloid with formula C21H24N2O3, isolated from several Rauvolfia and Catharanthus species. It is a selective alpha1-adrenoceptor antagonist used for the treatment of high blood pressure. It has a role as an antihypertensive agent, an alpha-adrenergic antagonist and a vasodilator agent. It is a monoterpenoid indole alkaloid, a methyl ester and an organic heteropentacyclic compound. It is a conjugate base of an ajmalicine(1+).

target

P450 (e.g. CYP17)

Purification Methods

It crystallises from MeOH, EtOH or EtOAc. [Beilstein 27 III/IV 7927.]

References

Janot, Le Men, Cornpt. Rend., 243, 1786 (1956) Shamma, Moss, J. Arner. Chern. Soc., 83, 5038 (1961) Abdurakhsimova, Yuldashev, Yunusov, Khirn. Prir. Soedin., 1,224 (1965)

Raubasine(483-04-5)Related Product Information

• Bensulfuron methyl
• Methylparaben
• Kresoxim-methyl
• Methyl acrylate
• Methyl
• Methyl bromide
• almitrine-raubasine
• Parathion-methyl
• Methyl 4-piperidineacetate
• 4-Piperidineethanol
• 1,2,3,4-TETRAHYDRO-9H-PYRIDO[3,4-B]INDOLE
• Isobutyl vinyl ether
• RAUBASINE HYDROCHLORIDE,δ-Yohimbine hydrochloride, Raubasine hydrochloride
• 1-METHYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE
• (1-Methyl-piperidin-4-yl)-acetaldehyde
• Vinyl isopropyl ether
• 2,4-Dimethylpiperidine
• AJMALINE