Mecamylamine hydrochloride

Mecamylamine hydrochloride 구조식 이미지
카스 번호:
826-39-1
상품명:
Mecamylamine hydrochloride
동의어(영문):
MECAMYLAMINE;Mevasin;inversine;Mecamylamine HCl;MECAMYLAMINE USP;MecaMycaMine HCl;MECAMYLAMINE USP;mevasinhydrochloride;mekaminhydrochloride;mecaminehydrochloride
CBNumber:
CB0215071
분자식:
C11H22ClN
포뮬러 무게:
203.75
MOL 파일:
826-39-1.mol
MSDS 파일:
SDS

Mecamylamine hydrochloride 속성

녹는점
>240°C (dec.)
저장 조건
2-8°C
용해도
에탄올: 122mg/mL
산도 계수 (pKa)
pKa 11.2(H2O,t undefined,I=0.1) (Uncertain)
물리적 상태
Solid
색상
White to off-white
수용성
H2O: 100mM
안정성
흡습성
주요 응용
의약품(소분자)
InChI
InChI=1/C11H21N.ClH/c1-10(2)8-5-6-9(7-8)11(10,3)12-4;/h8-9,12H,5-7H2,1-4H3;1H/t8-,9+,11;/s3
InChIKey
PKVZBNCYEICAQP-YENZGJFJNA-N
SMILES
C1(C)(NC)C(C)(C)[C@]2([H])CC[C@@]1([H])C2.Cl |&1:7,11,r|
CAS 데이터베이스
826-39-1(CAS DataBase Reference)
EPA
Bicyclo[2.2.1]heptan-2-amine, N,2,3,3-tetramethyl-, hydrochloride (1:1) (826-39-1)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn
위험 카페고리 넘버 22-36/37/38
안전지침서 36/37/39
유엔번호(UN No.) UN 2811 6.1/PG 3
WGK 독일 3
RTECS 번호 RB6900000
위험 등급 6.1
HS 번호 2921300000
스토리지 클래스 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 3 Oral
그림문자(GHS): Skull and Crossbones (GHS06)
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H301 삼키면 유독함 급성 독성 물질 - 경구 구분 3 위험 P264, P270, P301+P310, P321, P330,P405, P501
예방조치문구:
NFPA 704
0
2 0

Mecamylamine hydrochloride C화학적 특성, 용도, 생산

개요

Mecamylamine hydrochloride is a non-competitive nicotinic acetylcholine receptor antagonist with preferential activity at the α3β4 subtype (IC50 = 90-640 nM) compared to α4β2, α3β2, and α7 subtypes (IC50 range from 1-7 μM), previously used to treat hypertension.Displays antidepressant-like effects in mice.
Mecamylamine HCl is supplied as tablets for oral use, each containing 2.5 mg mecamylamine HCl. Inactive ingredients are calcium phosphate, D&C Yellow 10, FD&C Yellow 6, lactose, magnesium stearate, cornstarch, and talc.

화학적 성질

Mecamylamine hydrochloride is a white, odorless, or practically odorless, crystalline powder, is highly stable, soluble in water and has a molecular weight of 203.75.

용도

Mecamylamine hydrochloride has been used as an additive in extracellular saline during current-clamp recordings to reduce synaptic input. It has also been used as a non-selective nicotinic acetyl choline receptor blocker in aortic body neurons and in MLO-Y4 cells.

용도

Currently, mecamylamine is the only ganglioblocker used for general hypertension; however, the need has declined because of the possibility of addiction and the introduction of many other antihypertensive drugs into medical practice.

일반 설명

The secondary aminemecamylamine hydrochloride, N,2,3,3-tetramethyl-2-norbornanaminehydrochloride (Inversine), has a powerful ganglionicblocking effect that is almost identical to that ofhexamethonium. It has an advantage over most of the ganglionicblocking agents in being absorbed readily andsmoothly from the GI tract. It is rarely used, however, forthe treatment of moderate-to-severe hypertension becausesevere orthostatic hypotension occurs when the drug blockssympathetic ganglia.

생물학적 활성

Non-competitive nicotinic acetylcholine receptor antagonist. Displays antidepressant-like effects in mice.

Synthesis

Mecamylamine, N,2,3,3-tetramethylnorbornan-2-ylamine (14.2.2), is synthesized from 2,3,3-trimethylnorbornen-2, which is reacted in a Ritter reaction conditions with hydrogen cyanide in concentrated sulfuric acid, giving 2,3,3-trimethylnorbornan-2-ylformylamine (14.2.1), the reduction of which by lithium aluminum hydride leads to mecamylamine (14.2.2) [32,33].

Synthesis_826-39-1

신진 대사

Mecamylamine hydrochloride (Inversine) is a secondary amine and can therefore easily penetrate cell membranes. Its absorption from the gastrointestinal tract is more complete than that of the quaternary ammonium compounds. Mecamylamine is well absorbed orally and crosses both the blood-brain and placental barriers; its distribution is not confined to the extracellular space. High concentrations of the drug accumulate in the liver and kidney, and it is excreted unchanged by the kidney. In contrast to most of the highly ionized ganglionic blocking agents, mecamylamine can produce central nervous system effects, including tremors, mental confusion, seizures, mania, and depression.The mechanism by which these central effects are produced is unclear.Mecamylamine is rarely used today as an antihypertensive drug because it blocks both parasympathetic and sympathetic ganglia.

Mecamylamine hydrochloride 준비 용품 및 원자재

원자재

준비 용품


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