Sparteine (HCID 644020)

개요

Sparteine is a quinolizidine alkaloid and a quinolizidine alkaloid fundamental parent.

이름 및 식별자

우선 이름: Sparteine
IUPAC: (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane
현지명: 스파르테인
영어명: (-)-SPARTEINE
분자식: C15H26N2
분자량: 234.38

이름 및 동의어

(-)-SparteineSparteine90-39-1L-SPARTEINEEsparteinaLupinidinSparteinaSparteinumGenisteine AlkaloidDTXSID40235916beta,7alpha,9alpha,11alpha-Pachycarpine6-beta,7-alpha,9-alpha,11-alpha-Pachycarpine

이름 더 보기

7,14-메타노-2H,6H-다이피리도(1,2-a:1',2'-e)(1,5)다이아조신,도데카하이드로-,(7S-(7alpha,7aalpha,14alpha,14abeta))-스파르테인스파르테인및그염류스파르테인스파르타인(?)-SparteineSpartineLUPINIDINESparteineulexineLupinindin1-Sparteine(-)-spartein

DTXCID403591298897D62SCHEBI:28827alpha Isosparteine(1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, dodecahydro-, (7S-(7alpha,7aalpha,14alpha,14abeta))-7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, dodecahydro-, [7S-(7alpha,7aalpha,14alpha,14abeta)]-beta Isosparteine

데이터베이스 식별자

CAS: 90-39-1
PubChem CID: 644020
DTXSID: DTXSID4023591
ChEMBL: CHEMBL1908847
ChEBI: CHEBI:28827
UNII: 298897D62S
EC Number: 201-988-8
Nikkaji: J4.317F

물성

구조 계산 물성

XLogP: 2.5
극성 표면적: 6.5 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 2
회전 가능 결합 수: 0
무거운 원자 수: 17
형식 전하: 0
복잡도: 263

실험 및 물리화학적 성질

SpringerMaterials PropertiesCrystal structure

Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan

Collision Cross Section152.34 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점: 30.5 °C · 30.5°C
끓는 점: 137 · 137-138 °C1 mm Hg(lit.)
밀도: 1.02 g/mL · 1.02 g/mL at 25 °C(lit.)
굴절률: 20 · n20/D 1.528(lit.)
인화점: 230 °F · >230 °F
저장 조건: 2 · 2-8°C
용해도: 클로로포름(약간 용해됨), 에탄올(약간 용해됨)
물리적 상태: 액체
산도 계수 (pKa): 2.24 · 2.24, 9.46(at 20℃)
색상: 밝은 노란색에서 노란색까지
수용성: 3.04 g/L · 3.04g/L(25℃)
Merck: 14 · 14,8737
BRN: 82447 · 82447
InChI: 1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m0/s1
InChIKey: SLRCCWJSBJZJBV-ZQDZILKHSA-N
SMILES: C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@H]34)[C@@H]2C1
LogP: 3.21 · 3.210 (est)

화학적 성질

Viscous oily liquid; boils around 180°C(356°F); density 1.02 at 20°C (68°F); stronglybasic, a 0.01 M soln. has pH 11.6; slightlysoluble in water (0.3 g/100 mL), dissolvesreadily in alcohol, ether, or chloroform.

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationRegulation (EC) No 178/2002 (amended)

Hazard Classes and CategoriesAcute Tox. 4 (100%)

안전 데이터

wgk: 3
rtecs: WG5950000
ridadr: 3140
HS 번호: 2933399990
risk_code: 20/21/22
hazard_code: Xn
safety_code: 36
포장분류: III
위험 등급: 6.1(b)
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
스토리지 클래스: 10 - Combustible liquids

화학 및 산업

약리 정보

ATC Code · 2건

C - Cardiovascular system

QC - Cardiovascular system

Metabolism/MetabolitesSparteine has known human metabolites that include Sparteine, 13-hydroxy, 14-Hydroxysparteine, and Retamine.

MeSH Pharmacological Classification · 2건

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.

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)

용도 및 제조

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan

응용 분야

용도Sparteine occurs in yellow and black lupinbeans (Lupinus luteus L. and L. niger). Italso occurs in other Lupinus species aswell as in Cytisus and Spartium species.Therapeutically, it is used as an oxytocicagent.