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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 606
実験および物理化学的性質
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
- 酸解離定数(Pka)
- 8.6 · 8.6(at 25℃)
- 外見
- 個体
- 色
- 白い
- 水溶解度
- 溶ける
- Merck
- 14 · 14,9950
- BRN
- 3647093 · 3647093
- BCS Class
- 2 · 2
- 安定性
- -20 °C · DMSO 溶液または蒸留水で -20°C で最大 3 か月間保存できます。
- InChI
- 1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H
- InChIKey
- DOQPXTMNIUCOSY-UHFFFAOYSA-N
- SMILES
- Cl.COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC
- CAS データベース
- 152 · 152-11-4(CAS DataBase Reference)
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
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
Other Safety Information
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
毒性情報
Treatment
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
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.
Toxicity Summary
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
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.
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Verapamil hydrochloride
vLess-DILI-concern
3
Warnings & precautions
DOI:10.1016/j.drudis.2016.02.015
法規制情報
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
- risk_code
- 25-23/24/25-39/23/24/25-11
- hazard_code
- T,F
- safety_code
- 45-36/37/39-36/37-16
- hazard_class
- 6.1(b)
- packing_group
- III
- 毒劇物取締法
- 劇物
- Hazard Classifications
- Acute Tox. 3 OralAquatic Chronic 2
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
化学と産業
薬理情報
FDA Pharmacological Classification
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
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
応用分野
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.
上流・下流製品情報
上流原料
サプライヤー50 社
関連反応
関連ノート
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