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HomeProduct name listRaubasine

Raubasine

Synonym(s):δ-Yohimbine;Py-Tetrahydroserpentine;Raubasine

  • CAS NO.:483-04-5
  • Empirical Formula: C21H24N2O3
  • Molecular Weight: 352.43
  • MDL number: MFCD00042748
  • EINECS: 207-589-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-08 20:21:46
Raubasine Structural

What is Raubasine?

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.

The Uses of Raubasine

Antihypertensive, anti-ischemic (cerebral and peripheral)

The Uses of Raubasine

Antihypertensive, anti-ischemic.

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+).

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)

Properties of Raubasine

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
NIST Chemistry Reference Ajmalicine(483-04-5)

Safety information for Raubasine

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H300:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P405:Store locked up.
P501:Dispose of contents/container to..…

Computed Descriptors for Raubasine

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