기본 정보
- 표준 SMILES
COc1ccc(CCN(C)CCCC(C#N)(c2ccc(OC)c(OC)c2)C(C)C)cc1OC.Cl- InChIKey
DOQPXTMNIUCOSY-UHFFFAOYSA-N- 분자식
- C27H39ClN2O4
- 평균 분자량
- 491.1 g/mol
- 단동위원소 질량
- 490.2598354
이름 및 식별자
- 우선 이름
- Verapamil Hydrochloride
- IUPAC
- 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile;hydrochloride
- 현지명
- 베라파밀 하이드로클로라이드
- 영어명
- (+/-)-Verapamil hydrochloride
- 분자식
- C27H39ClN2O4
- 분자량
- 491.06
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- 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
물성
구조 계산 물성
- 극성 표면적
- 64 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 6
- 회전 가능 결합 수
- 13
- 무거운 원자 수
- 34
- 형식 전하
- 0
- 복잡도
- 606
실험 및 물리화학적 성질
물리화학적 성질
- 녹는점
- 142 °C · 142 °C (dec.)(lit.)
- 밀도
- 1.0596 · 1.0596 (rough estimate)
- 굴절률
- 1.629 · 1.6290 (estimate)
- 인화점
- 9 ℃ · 9℃
- 저장 조건
- 2 · 2-8°C
- 용해도
- 2 O: · H2O: >30 mg/mL
- 산도 계수 (pKa)
- 8.6 · 8.6(at 25℃)
- 물리적 상태
- 고체
- 색상
- 하얀색
- 수용성
- 녹는
- Merck
- 14 · 14,9950
- BRN
- 3647093 · 3647093
- BCS Class
- 2 · 2
- 안정성
- 2 · 제공된 대로 구매일로부터 2년 동안 안정적입니다. DMSO 또는 증류수에 용해된 용액은 -20°C에서 최대 3개월 동안 보관할 수 있습니다.
- 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
화학적 성질
white to off-white powder
안전 및 규제
GHS 분류
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.
유해성 정보
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
독성 정보
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
규제 정보
안전 데이터
- wgk
- 3
- rtecs
- YV8320000
- ridadr
- UN 2811 6.1/PG 3
- 독성
- 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 번호
- 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
- 포장분류
- III
- 위험 등급
- 6.1(b)
- F 고인화성물질
- 8-10
- Hazard Classifications
- Acute Tox. 3 OralAquatic Chronic 2
- 스토리지 클래스
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
화학 및 산업
약리 정보
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.
용도 및 제조
응용 분야
용도analgesic, antipyretic
일반 설명Pharmaceutical 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.
상·하류 제품 정보
상류 원료
공급사50 곳
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