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(+)-Sparteine

(+)-Sparteine structure

CAS No:
492-08-0
Formula:
C15H26N2
Chemical Name:
(+)-Sparteine
Synonyms:
7,14-Methano-2H,6H-dipyrido[1,2-a:1′,2′-e][1,5]diazocine,dodecahydro-,(7R,7aR,14R,14aS)-;Pachycarpine;7,14-Methano-2H,6H-dipyrido[1,2-a:1′,2′-e][1,5]diazocine,dodecahydro-,[7R-(7α,7aα,14α,14aβ)]-;(7R,7aR,14R,14aS)-Dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1′,2′-e][1,5]diazocine;6α,7β,9β,11β-Sparteine;(+)-Sparteine;d-Sparteine;D-Sparteine;D-(+)-Sparteine
Categories:
Active Pharmaceutical Ingredients > Circulatory System Drugs

Description

(+)-Sparteine is a natural alkaloid acting as a ganglionic blocking agent. (+)-Sparteine competitively blocks nicotinic ACh receptor in the neurons.

A quinolizidine alkaloid isolated from several FABACEAE including LUPINUS; SPARTIUM; and CYTISUS. It has been used as an oxytocic and an anti-arrhythmia agent. It has also been of interest as an indicator of CYP2D6 genotype.

(+)-Sparteine Basic Attributes

Molecular Weight：

234.38

Exact Mass：

234.38

EC Number：

201-988-8

DSSTox ID：

DTXSID4023591

ATC Code：

C - Cardiovascular system

Characteristics

PSA：

6.5

XLogP3：

2.5

Density：

1.08

Melting Point：

201 °C

Boiling Point：

133-135 °C @ Press: 1 Torr

Flash Point：

148.3±6.8 °C

Refractive Index：

n/D1.527

Water Solubility：

0.01 M

Toxicity：

LD50 scu-mus: 90 mg/kg FATOAO 21(5),46,58

Safety Information

RTECS Number：

RT0620000

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501

Hazard Statements：

H302+H312+H332

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501|Aggregated GHS information provided by 103 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302+H312+H332 (97.56%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]|Aggregated GHS information provided by 42 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Drugs that stimulate contraction of the myometrium. They are used to induce LABOR, OBSTETRIC at term, to prevent or control postpartum or postabortion hemorrhage, and to assess fetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (ABORTIFACIENTS). Oxytocics used clinically include the neurohypophyseal hormone OXYTOCIN and certain prostaglandins and ergot alkaloids. (From AMA Drug Evaluations, 1994, p1157) (See all compounds classified as Oxytocics.)|Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

MeSH Entry Terms：

alpha Isosparteine

Computed Properties

Molecular Weight:234.38
XLogP3:2.5
Hydrogen Bond Acceptor Count:2
Exact Mass:234.209598838
Monoisotopic Mass:234.209598838
Topological Polar Surface Area:6.5
Heavy Atom Count:17
Complexity:263
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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