Clomipramine Hydrochloride
ANAFRANIL · Clomicalm · anaphranil · Chlomipramine · CLOMIPRAMINE HCL · Clomipramine hydroch · Chloroimipram-ine HCl · ANAFRANIL HYDROCHLORIDE
식별자 및 물리적 특성
| CAS No. | 17321-77-6 |
|---|---|
| 분자식 | C19H24Cl2N2 |
| 평균 분자량 | 351.3 g/mol |
| 단동위원소 질량 | 350.1316542 g/mol |
| SMILES | CN(C)CCCN1c2ccccc2CCc2ccc(Cl)cc21.Cl |
| InChIKey | WIMWMKZEIBHDTH-UHFFFAOYSA-N |
| PubChem CID | 68539 |
| ChEMBL | CHEMBL1200710 |
| ChEBI | CHEBI:3755 |
| EC No. | 241-344-3 |
| DTXSID | DTXSID3042633 |
화학 및 물리적 성질
| 극성 표면적 | 6.5 |
|---|---|
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 4 |
| 무거운 원자 수 | 23 |
| 형식 전하 | 0 |
| 복잡도 | 346 |
| Human Drugs | FDA approved drugs -> Active ingredient |
| Animal Drugs | EMA approved medicines: Veterinary medicineFDA approved animal drugs -> Active ingredient |
| Collision Cross Section | 173.2 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| 녹는점 | 189-190°C |
| 인화점 | 9℃ |
| 저장 조건 | 2-8°C |
| 용해도 | H2O: 25 mg/mL |
| 물리적 상태 | 가루 |
| 색상 | 흰색에서 황백색까지 |
| pH | 3.5~5.0(100g/l,25℃) |
| BCS Class | 3/1 |
| 주요 응용 | 의약품(소분자) |
| InChI | InChI=1S/C19H23ClN2.ClH/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H31H |
| InChIKey | WIMWMKZEIBHDTH-UHFFFAOYSA-N |
| SMILES | N1(CCCN(C)C)C2C=CC=CC=2CCC2C=CC(Cl)=CC1=2.Cl |
화학적 성질
Off-White Solid
안전 및 규제
| GHS 분류 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 61 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Hazard Traits - BioaccumulationEnvironmental PersistenceREACH registered substance: Clomipramine hydrochloride (EC: 241-344-3)Clomipramine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - 5H-Dibenz[b,f]azepine-5-propanamine, 3-chloro-10,11-dihydro-N,N-dimethyl-, monohydrochloride: Human health tier I assessment |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Treatment | Obtain an ECG and immediately initiate cardiac monitoring. Protect the patient's airway, establish an intravenous line, and initiate gastric decontamination. A minimum of 6 hours of observation with cardiac monitoring and observation for signs of CNS or respiratory depression, hypotension, cardiac dysrhythmias and/or conduction blocks, and seizures is necessary. If signs of toxicity occur at any time during this period, extended monitoring is required. (L1712) |
| 노출 경로 | Well absorbed from the GI tract following oral administration. Bioavailability is approximately 50% orally due to extensive first-pass metabolism. Bioavailability is not affected by food. Peak plasma concentrations occurred 2-6 hours following oral administration of a single 50 mg dose. The peak plasma concentration ranged from 56 ng/mL to 154 mg/mL (mean, 92 ng/mL). There are large interindividual variations in plasma concentrations occur, partly due to genetic differences in clomipramine metabolism. On average, steady state plasma concentrations are achieved in 1-2 weeks following multiple dose oral administration. Smoking appears to lower the steady-state plasma concentration of clomipramine, but not its active metabolite desmethylclomipramine. |
| 독성 요약 | Clomipramine is a strong, but not completely selective serotonin reuptake inhibitor (SRI), as the active main metabolite desmethyclomipramine acts preferably as an inhibitor of noradrenaline reuptake. &alpha |
용도
개요
Clomipramine is a tricyclic antidepressant, the 3-chlorinated derivative of imipramine . Like imipramine, clomipramine potently inhibits serotonin and norepinephrine reuptake (Kis = 7.4 and 96 nM, respectively). It also is an antagonist at histamine, muscarinic acetylcholine, α1-adrenergic, and dopamine receptors (Kds = 31, 37, 38, and 190 nM for H1, M1, α1, and D2, respectively).
용도
Serotonin reuptake inhibitor. Antidepressant; antiobsessional agent
일반 설명
Clomipramine (Anafranil) is up to 50 times as potentas imipramine in some bioassays. This does not implyclinical superiority, but it might be informative about tricyclicand, possibly, other reuptake inhibitors. The chloro replacingthe H-substituent could increase potency by increasingdistribution to the CNS, but it is unlikely that this wouldgive the potency magnitude seen. It might be conjecturedthat an H-bond between the protonated amino group (as invivo) and the unshared electrons of the chloro substituent might stabilize a β-arylamine–like shape and give moreefficient competition for the transporter. The drug is anantidepressant. It is used in obsessive–compulsive disorder,an anxiety disorder that may have an element of depression.