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: 2026-01-24 18:36:04
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) |
 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
Raubasine manufacturer
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