(+)-무스카린클로라이드

Muscarine Chloride

HCID 16817CAS 2303-35-7

기본 정보

표준 SMILES
C[C@@H]1O[C@H](C[N+](C)(C)C)C[C@H]1O.[Cl-]
InChIKey
WUFRNEJYZWHXLC-CTERPIQNSA-M
분자식
C9H20ClNO2
평균 분자량
209.71 g/mol
단동위원소 질량
209.11825656

개요

Main toxic constituent of the fly fungus Amanita muscaria and various Inocybe species (2S,4R,5S)-Muscarine belongs to the family of Oxolanes. These are organic compounds containing an oxolane (tetrahydrofuran) ring, which is a saturated aliphatic five-member ring containing one oxygen and five carbon atoms.

이름 및 식별자

우선 이름
Muscarine Chloride
IUPAC
[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl-trimethylazanium chloride
현지명
(+)-무스카린클로라이드
영어명
(+)-MUSCARINE CHLORIDE
분자식
C9H20NO2.Cl
분자량
209.71

이름 및 동의어

(+)-Muscarine chloride2303-35-7MUSCARINE CHLORIDEL-(+)-Muscarine chlorideHSDB 3515EINECS 218-963-2U700RQ3UBQ(+-)-Muscarine chlorideD-ribo-Hexitol, 2,5-anhydro-1,4,6-trideoxy-6-(trimethylammonio)-, chloride (1:1)MUSCARINE CHLORIDE [MI]MUSCARINE CHLORIDE [HSDB]DTXSID30945718
이름 더 보기
(+)-무스카린클로라이드HSDB-35154beta,5alpha))-(2alphl-(+)-muscarinechloride(+)-Muscarine chloride in methanoltetrahydro-4-hydroxy-n,n,n,5-tetramethyl-,chloride,(2s-2-furanmethanaminiu[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl-trimethylazanium chloride[(2S,4R,5S)-4-hydroxy-5-methyl-oxolan-2-yl]methyl-trimethyl-azanium chloride(+)-Tetrahydro-4β-hydroxy-N,N,N,5α-tetramethyl-2α-furanmethanaminium chloride
DL-Muscarine chloride2-Furanmethanaminium, tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-, chloride, (2S-(2alpha,4beta,5alpha))-2936-25-62-Furanmethanaminium, tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-, chloride, (2alpha,4beta,5alpha)-(+-)-Muscarine, chlorideDTXSID40861854(+)Muscarine chlorideL(+)Muscarine chloride

데이터베이스 식별자

CAS
2303-35-7、2936-25-6
PubChem CID
16817
DTXSID
DTXSID30945718
ChEMBL
CHEMBL1255785
UNII
U700RQ3UBQ
EC Number
218-963-2、636-708-7

물성

구조 계산 물성

극성 표면적
29.5 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
3
회전 가능 결합 수
2
무거운 원자 수
13

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Mushroom Toxins
Color/FormSTOUT PRISMS FROM ETHANOL + ACETONE
SolubilityVERY SOL IN WATER, ETHANOL; SLIGHTLY SOL IN CHLOROFORM, ETHER, ACETONE
Melting Point180-181 °C
Optical RotationSPECIFIC OPTICAL ROTATION: +8.1 DEG @ 25 °C/D (CONCN= 3.5 IN ETHANOL)
Physical DescriptionExtremely hygroscopic solid; [Merck Index]

물리화학적 성질

녹는점
180 · 180-181 °C
용해도
2 O: · H2O: 50 mg/mL
물리적 상태
가루
색상
하얀색
수용성
2 O: · H2O: 50mg/mL
안정성
흡습성

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

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

유해성 정보

Hazards Summary · 1건

Intravenous LD50 (mouse) = 230 ug/kg; [RTECS] Emergency treatment: Mushrooms- muscarine/histamine; Used in research because it causes excitatory effects on cells innervated by postganglionic cholinergic nerves, but none on nicotinic receptors of autonomic ganglia or skeletal muscles; [HSDB] Symptoms after ingestion are sweating, salivation, impaired vision, nausea, vomiting, abdominal pain, diarrhea, headache, and bronchospasm; High doses may cause lacrimation, incontinence, bradycardia, hypotension, and shock; [Merck Index] May cause irritation; Highly toxic by inhalation, skin absorption, and ingestion; Targets nerves; [MSDSonline]

Special Reports · 1건

A REVIEW & DISCUSSION WITH 33 REFERENCES ON SCREENING METHODS FOR & PHARMACOLOGY OF MUSCARINE & OTHER CENTRALLY ACTIVE COMPONENTS OF AMANITA MUSCARIA.[WASER PG; THE PHARMACOLOGY OF AMANITA MUSCARIA; ETHNOPHARMACOL SEARCH PSYCHOACT DRUGS (PROC SYMP) 419-39 (1979)]

Hazard Classes and Categories · 2건

Acute Tox. 2 (100%)

Acute Tox. 4 (100%)

독성 정보

TreatmentThe specific antidote is atropine. (L1011)
Health EffectsIntoxication generally subsides within 2 hours. Death is rare, but may result from cardiac or respiratory failure in severe cases. (L1011)
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity SummaryMuscarine is a competitive inhibitor. It mimics the action of the neurotransmitter acetylcholine at acetylcholine receptors. (L1011)
Signs and Symptoms · 1건

Muscarine poisoning is characterized by increased salivation, sweating (perspiration), and tearflow (lacrimation) within 15 to 30 minutes after ingestion of the mushroom. With large doses, these symptoms may be followed by abdominal pain, severe nausea, diarrhea, blurred vision, and labored breathing. (L1011)

안전 데이터

wgk
3
rtecs
QG3500000
ridadr
UN 2811 6.1/PG 2
risk_code
26/27/28
hazard_code
T+
safety_code
28-36/37-45

화학 및 산업

약리 정보

Mechanism of Action · 2건

MUSCARINE ACTS ALMOST EXCLUSIVELY AT MUSCARINIC RECEPTOR SITES... MUSCARINIC ALKALOIDS STIMULATE SMOOTH MUSCLES OF INTESTINAL TRACT... THE TONE & MOTILITY OF URETERS, URINARY BLADDER, GALLBLADDER, & BILIARY DUCTS ARE...ENHANCED... MUSCARINE.../IS/ POTENT DIAPHORETIC.../AGENT/. /MUSCARINE/

...ON SYSTEMIC ADMIN IT SOMEWHAT MORE FAITHFULLY SIMULATES PARASYMPATHETIC STIMULATION THAN DOES THE REAL PARASYMPATHETIC NEUROHUMOR, ACETYLCHOLINE. BECAUSE OF THIS & BECAUSE OF ITS TEMPORAL PRIORITY, MUSCARINE HAS BEEN A TIME-HONORED PROTOTYPE OF PARASYMPATHOMIMETICS, & THE NEUROEFFECTOR ACTIONS OF THE PARASYMPATHOMIMETICS ARE DESIGNATED AS MUSCARINIC ACTIONS. /MUSCARINE/

Absorption, Distribution and Excretion...VERY POORLY ABSORBED FROM GI TRACT... /MUSCARINE/

용도 및 제조

Uses · 3건

Muscarine: Alkaloid found in red variety of Amanita muscaria and other fungi; Used as a cholinergic drug; [Merck Index] Used strictly for research purposes; [HSDB]

IN RESEARCH AS CHOLINERGIC AGENT /MUSCARINE/

Muscarine is only a trace compound in the fly agaric Amanita muscaria; the pharmacologically more relevant compound from this mushroom is muscimol. Mushrooms in the genera Entoloma and Mycena have also been found to contain levels of muscarine which can be dangerous if ingested. Muscarine has been found in harmless trace amounts in Boletus, Hygrocybe, Lactarius and Russula. (L1011)

Methods of Manufacturing · 1건

STRUCTURE & SYNTHESIS OF RACEMATE: KOGL ET AL REC TRAV CHIM 76, 109 (1957); KOGL ET AL, EXPERIENTIA 13, 137 (1957); COX ET AL, HELV CHIM ACTA 41, 229 (1958). ALTERNATE SYNTHESES: BRITISH PATENT 828,395 (1960 TO HOFFMAN-LA ROCHE); MATSUMOTO ET AL, TETRAHEDRON 25, 5889 (1969); WC STILL, JA SCHNEIDER, J ORG CHEM 45, 3375 (1980). SYNTHESIS OF MUSCARINE: WHITING ET AL, CAN J CHEM 50, 3322 (1972); AM MUBARAK, DM BROWN, TETRAHEDRON LETTERS 21, 2453 (1980) /&/...J CHEM SOC PERKIN TRANS I 1982, 809; S POCHET, T HUYNHDINH, J ORG CHEM 47, 193 (1982). /MUSCARINE/

General Manufacturing Information · 3건

MUSCARINE HAS NO CLINICAL USES... /MUSCARINE/

ONLY THE NATURALLY OCCURRING L-(+)-FORM EXHIBITS CHOLINOMIMETIC ACTIVITY. /MUSCARINE/

...USED IN RESEARCH... MUSCARINE HAS BEEN EMPLOYED EXPERIMENTALLY FOR MANY YEARS BECAUSE IT HAS VERY SELECTIVE EXCITATORY EFFECT ON THE EFFECTOR CELLS OF TISSUES INNERVATED BY POSTGANGLIONIC CHOLINERGIC NERVES. IT DOES NOT STIMULATE THE NICOTINIC RECEPTORS OF AUTONOMIC GANGLIA OR SKELETAL MUSCLE AS DOES ACETYLCHOLINE. /MUSCARINE/

응용 분야

용도(+)-Muscarine Chloride modulates calcium channel currents in rats.

공급사16 곳

艾吉析科技(上海)有限公司17717235263 · [email protected]
Aladdin Scientific[email protected]
怀化市冰峰化工有限公司0745-2866851 17711757908 · [email protected]
成都思天德生物科技有限公司028-83243028 19136088901 · [email protected]
常州翔龙医药科技有限公司18915873328 18915873328 · [email protected]

관련 반응

0건

현재 필터 조건에 해당하는 반응 기록이 없습니다.

연결된 노트

불러오는 중…