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Raubasine

Raubasine structure

CAS No:
483-04-5
Formula:
C21H24N2O3
Chemical Name:
Raubasine
Synonyms:
RAUBASIN;RAUBASINE;YOHIMBINE, C-;, 7-[3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl]-;16,17-Didehydro-19alpha-methyloxayohimban-16-carboxylic acid methyl ester;16,17-Didehydro-19-methyloxayohimban-16-carboxylic acid methyl ester;16,17-didehydro-19-methyloxayohimban-16-carboxylicacidmethylester;19-Epiajmalicine
Categories:
Active Pharmaceutical Ingredients > Nervous System Drugs

Description

Ajmalicine (Raubasine) is found in herbs of Catharanthus roseus, is an antihypertensive drug used in the treatment of high blood pressure, decreases peripheral resistance and blood pressure[1].Ajmalicine (Raubasine) is an adrenolytic drug which preferentially blocks alpha 1-adrenoceptor than alpha 2-adrenoceptor[2].Ajmalicine (Raubasine) is an reversible non-competitive nicotine receptor antagonist with an IC50 of 72.3 μM[3].Ajmalicine (Raubasine) acts preferentially at postsynaptic site

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.

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+).

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

Raubasine Basic Attributes

Molecular Weight：

352.43

Exact Mass：

352.43

BRN：

97268

EC Number：

207-589-5

NSC Number：

95087|72133|72115

Color/Form：

Pale Yellow

Characteristics

PSA：

54.6

XLogP3：

2.88

Density：

1.1823 (rough estimate)

Melting Point：

258°C (rough estimate)

Boiling Point：

486.04°C (rough estimate)

Flash Point：

270.7±30.1 °C

Refractive Index：

1.6500 (estimate)

Water Solubility：

insoluble in water

Storage Conditions：

2-8°C

Vapor Pressure：

4.47E-11mmHg at 25°C

Toxicity：

Peritoneal-rat LD50: 200 mg/kg; oral-mouse LD50: 400 mg/kg

Flammability characteristics：

Combustible in case of open fire; toxic fumes of nitrogen oxides are emitted by mist burning

Specific rotation：

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

PKA：

pK1:10.55(+1) (25°C)

Critical Temperature & Pressure：

2-8°C

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

1544

wgk germany：

hazard class code：

safety instructions：

22-45

RTECS Number：

AX7875000

Marks：

Storage features：

The warehouse is ventilated at low temperature and dry; stored separately from oxidants, acids and food additives

Precautionary statement(s)：

P264, P270, P301+P312, P330, P501

Hazard Statements：

25-22

RIDADR：

1544

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P302+P352, P312, P322, P330, P363, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

highly toxic

Drug Information

MeSH：

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

MeSH Entry Terms：

19-epiajmalicine

Raubasine Use and Manufacturing

Antihypertensive, anti-ischemic (cerebral and peripheral)

Computed Properties

Molecular Weight:352.4
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:352.17869263
Monoisotopic Mass:352.17869263
Topological Polar Surface Area:54.6
Heavy Atom Count:26
Complexity:606
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

A vasodilator with alpha-antiadrenergic activity related to postsynaptic alpha-blocker action

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Amitrine Luobaxin Tablets
Ingredients	Each tablet contains 30 mg of amitriptyline and 10 mg of raubasin
Specifications	10mg*30 tablets/box

Amitrine Mesylate Luobaxin Tablets
Ingredients	Each tablet: 30 mg of almitrine, 10 mg of raubasin. Chemical name: Molecular formula: Molecular weight:
Indication	drugInteractions
Specifications	30mg/10mg*30s

Amitrine Mesylate Luobaxin Tablets
Ingredients	Each tablet: 30 mg of almitrine, 10 mg of raubasin. Chemical name: Molecular formula: Molecular weight:
Indication	drugInteractions
Specifications	Almitrine mesylate 30 mg, Raubasin 10 mg/tablet

See More Related Drugs

Registered Holders

Henan Life Pharmaceutical Co., Ltd.

China
Active

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CAS No.: 483-04-5

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CAS No.: 483-04-5

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