ベラパミル塩酸塩

Verapamil Hydrochloride

HCID 62969CAS 152-11-4

基本情報

標準SMILES
COc1ccc(CCN(C)CCCC(C#N)(c2ccc(OC)c(OC)c2)C(C)C)cc1OC.Cl
InChIKey
DOQPXTMNIUCOSY-UHFFFAOYSA-N
分子式
C27H39ClN2O4
平均分子量
491.1 g/mol
単同位体質量
490.2598354

名称と識別子

優先名称
Verapamil Hydrochloride
IUPAC
2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile;hydrochloride
現地名
ベラパミル塩酸塩
英語名
(+/-)-Verapamil hydrochloride
分子式
C27H39ClN2O4
分子量
491.06

名称と別名

Verapamil hydrochloride152-11-4Verapamil HClVerelanCoveraIsoptin SRVerelan PMCalan SRDTXSID2034095NSC-272366NSC-657799V3888OEY5R
名称をさらに表示
ワソランロシトールマゴチロン塩酸イプロベラトリル塩酸ベラパミルベラパミル塩酸塩5-[(3,4-ジメトキシフェネチル)メチルアミノ]-2-(3,4-ジメトキシフェニル)-2-イソプロピルバレロニトリル·塩酸塩ホルミトール2-(3,4-ジメトキシフェニル)-2-イソプロピル-5-(N-メチル-3,4-ジメトキシフェネチルアミノ)バレロニトリル·塩酸塩(±)-ベラパミル塩酸塩(USP)5-[(3,4-ジメトキシフェネチル)メチルアミノ]-2-(3,4-ジメトキシフェニル)-2-イソプロピルバレロニトリル塩酸塩(±)‐ベラパミル塩酸塩(USP)(±)-ベラパミル 塩酸塩ベラパミル 塩酸塩ベラパミル 塩酸塩 溶液ベラパミル塩酸塩 (JP17)2-(3,4-ジメトキシフェニル)-2-イソプロピル-5-(N-メチル-3,4-ジメトキシフェネチルアミノ)バレロニトリル・塩酸塩5-[(3,4-ジメトキシフェネチル)メチルアミノ]-2-(3,4-ジメトキシフェニル)-2-イソプロピルバレロニトリル・塩酸塩α-[3-[[2-(3,4-ジメトキシフェニル)エチル]メチルアミノ]プロピル]-3,4-ジメトキシ-α-(1-メ チルエチル)ベンゼンアセトニトリル塩酸塩manidoncordiloxizoptinhydrochloridelu20175RositolfinoptinHormitolMagotironVerapamil HCId-365hydrochloride
Verapamili hydrochloridumNSC657799LU-20175(+-)-Verapamil hydrochlorideDTXCID0014095NSC272366Securon midManidon sr

データベース識別子

CAS
152-11-4、23313-68-0
PubChem CID
62969
DTXSID
DTXSID2034095
ChEMBL
CHEMBL1280
UNII
V3888OEY5R
EC Number
205-800-5、245-579-2、862-789-5

物性

構造計算による物性

極性表面積
64 Ų
水素結合供与体数
1
水素結合受容体数
6
回転可能結合数
13
重原子数
34

実験および物理化学的性質

Collision Cross Section208.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
142 °C · 142 °C (dec.)(lit.)
比重(密度)
1.0596 · 1.0596 (rough estimate)
屈折率
1.629 · 1.6290 (estimate)
闪点
9 ℃ · 9℃
貯蔵温度
2 · 2-8°C
溶解性
2 O: · H2O: >30 mg/mL

化学的性質

化学的特性white to off-white powder

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H301+H311 (10.4%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal];H301 (99.6%): Toxic if swallowed [Danger Acute toxicity, oral];H302 (15.6%): Harmful if swallowed [Warning Acute toxicity, oral];H311 (77%): Toxic in contact with skin [Danger Acute toxicity, dermal];H315 (18.1%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (18.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H330 (60%): Fatal if inhaled [Danger Acute toxicity, inhalation];H331 (16.7%): Toxic if inhaled [Danger Acute toxicity, inhalation];H335 (18.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H412 (17.8%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 270 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory InformationVerapamil hydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Other Safety Information · 1 件

IMAP assessments - Benzeneacetonitrile, .alpha.-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-.alpha.-(1-methylethyl)-, monohydrochloride: Human health tier I assessment;IMAP assessments - Benzeneacetonitrile, .alpha.-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-.alpha.-(1-methylethyl)-, monohydrochloride: Environment tier I assessment

Hazard Classes and CategoriesAcute Tox. 3 (99.6%);Acute Tox. 3 (77%);Skin Irrit. 2 (18.1%);Eye Irrit. 2 (18.1%);Acute Tox. 2 (60%);Acute Tox. 3 (16.7%);STOT SE 3 (18.9%);Aquatic Chronic 3 (17.8%)

毒性情報

Treatment · 1 件

Treatment of overdosage should be supportive. Beta-adrenergic stimulation or parenteral administration of calcium solutions may increase calcium ion flux across the slow channel and have been used effectively in treatment of deliberate overdosage with verapamil. In a few reported cases, overdose with calcium channel blockers has been associated with hypotension and bradycardia, initially refractory to atropine but becoming more responsive to this treatment when the patients received large doses (close to 1 gram/hour for more than 24 hours) of calcium chloride. Verapamil cannot be removed by hemodialysis. Clinically significant hypotensive reactions or high degree AV block should be treated with vasopressor agents or cardiac pacing, respectively. Asystole should be handled by the usual measures including cardiopulmonary resuscitation. (L1712)

Health Effects · 1 件

Cardiovascular: angina pectoris, AV block (2° & 3°), atrioventricular dissociation, CHF, pulmonary edema, chest pain, claudication, myocardial infarction, palpitations, purpura (vasculitis), syncope. Digestive system: diarrhea, dry mouth, gastrointestinal distress, gingival hyperplasia. Hemic and lymphatic: ecchymosis or bruising. Nervous system: cerebrovascular accident, confusion, equilibrium disorders, insomnia, muscle cramps, psychotic symptoms, shakiness, somnolence, extrapyramidal symptoms. Skin: arthralgia and rash, exanthema, hair loss, hyperkeratosis, macules, sweating, urticaria, Stevens-Johnson syndrome, erythema multiforme. Special senses: blurred vision, tinnitus. Urogenital: gynecomastia, galactorrhea/hyperprolactinemia, increased urination, spotty menstruation, impotence.

Exposure RoutesOrally, 90‰ЫТ100% of Verapamil is absorbed. Intravenous.
Toxicity Summary · 1 件

Verapamil inhibits voltage-dependent calcium channels. Specifically, its effect on L-type calcium channels in the heart causes a reduction in ionotropy and chronotropy, thuis reducing heart rate and blood pressure. Verapamil's mechanism of effect in cluster headache is thought to be linked to its calcium-channel blocker effect, but which channel subtypes are involved is presently not known.

Signs and Symptoms · 1 件

The resultant inhibition of the contractile processes of the myocardial smooth muscle cells leads to dilation of the coronary and systemic arteries,improved oxygen delivery to the myocardial tissue, and decreased total peripheral resistance, systemic blood pressure, and afterload.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

法規制情報

Regulatory InformationVerapamil hydrochloride: Does not have an individual approval but may be used under an appropriate group standard

安全データ

F
8-10
wgk
3
rtecs
YV8320000
ridadr
UN 2811 6.1/PG 3
毒性
LD50 in mice, rats (mg/kg): 7.6, 16 i.v.; 68, 107 s.c.; 68, 67 i.p.; 163, 114 orally (Haas, Hrtfelder)
hs_code
29269090

化学と産業

薬理情報

Metabolism/MetabolitesRoute of Elimination: Approximately 70% of an administered dose is excreted as metabolites in the urine and 16% or more in the feces within 5 days. About 3% to 4% is excreted in the urine as unchanged drug. Half Life: 2.8-7.4 hours
FDA Pharmacological Classification · 4 件

VERAPAMIL HCI

Calcium Channel Blocker [EPC]; Calcium Channel Antagonists [MoA]; Cytochrome P450 3A Inhibitors [MoA]; Cytochrome P450 3A4 Inhibitors [MoA]; P-Glycoprotein Inhibitors [MoA]

VERAPAMIL HYDROCHLORIDE

Calcium Channel Blocker [EPC]; Calcium Channel Antagonists [MoA]; Cytochrome P450 3A Inhibitors [MoA]; Cytochrome P450 3A4 Inhibitors [MoA]; P-Glycoprotein Inhibitors [MoA]

MeSH Pharmacological Classification · 3 件

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.

A class of drugs that act by selective inhibition of calcium influx through cellular membranes.

Drugs used to cause dilation of the blood vessels.

用途と製造

UsesDrug used for the treatment of hypertension, angina, and cluster headache prophylaxis.
応用分野 · 5 件

用途薬理・生理作用研究用。

用途カルシウム拮抗剤です。L 型 電位依存性カルシウムチャネルのV 部位に結 合し、細胞内へのカルシウムイオン流入を抑 制する作用を示します。

用途カルシウム拮抗剤です。L型 電位依存性カルシウムチャネルのV部位に結 合し、細胞内へのカルシウムイオン流入を抑 制する作用を示します。

使用analgesic, antipyretic

一般的な説明Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.Verapamil hydrochloride is a calcium channel blocker used commonly for the management of angina, supra-ventricular tachyarrhythmia, hypertension, migraine and atrial tachyarrhythmias.

サプライヤー50 社

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関連反応

5 件

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