독세핀염산염
독세핀염산염 · DOXEPIN HCL · Sinequan · DOXEPINe HCL · p-4599 · adapin · Toruan · Novoxapin
식별자 및 물리적 특성
| CAS No. | 1229-29-4 |
|---|---|
| 분자식 | C19H22ClNO |
| 평균 분자량 | 315.8 g/mol |
| SMILES | CN(C)CCC=C1c2ccccc2COc2ccccc21.Cl |
| InChIKey | MHNSPTUQQIYJOT-UHFFFAOYSA-N |
| PubChem CID | 14675 |
| ChEMBL | CHEMBL1628234 |
| 현지명 | 독세핀염산염 |
화학 및 물리적 성질
| 극성 표면적 | 12.5 |
|---|---|
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 22 |
| 형식 전하 | 0 |
| 복잡도 | 363 |
| 녹는점 | 187-189°C |
| 인화점 | 9℃ |
| 저장 조건 | 2-8°C |
| 용해도 | 1M HCl: 50mg/mL |
| 물리적 상태 | 가루 |
| 색상 | 흰색에서 황백색까지 |
| 용해도 | 물(100mM), 클로로포름(1:2), 알코올(1:1), 메탄올 및 DMSO에 용해됩니다. |
| Merck | 14,3435 |
| 안정성 | -20°C의 냉동고에 보관하세요 |
| InChI | InChI=1S/C19H21NO.ClH/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H31H/b17-11+ |
| InChIKey | MHNSPTUQQIYJOT-SJDTYFKWSA-N |
| SMILES | C1(=C/CCN(C)C)\C2C=CC=CC=2OCC2C=CC=CC\1=2.Cl |
화학적 성질
White Solid
안전 및 규제
| 수질 위해 등급(WGK) | 3 |
|---|---|
| RTECS 번호 | HQ4375000 |
| 운송 번호(UN) | UN 2811 6.1/PG 3 |
| 독성 | LD50 oral in rat: 147mg/kg |
| 관세 코드 | 29329990 |
| 위험 문구(R) | 25-39/23/24/25-23/24/25-11 |
| 위험 표시 | T,F |
| 안전 문구(S) | 36/37/39-45-36/37-16 |
| 포장분류 | III |
| 위험 등급 | 6.1(b)Acute Tox. 3 Oral |
| 기존화학 물질 | KE-09888 |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
용도
개요
Doxepin is a tricyclic antidepressant that binds to the serotonin (5-HT) transporter (SERT) and norepinephrine transporter (NET; Kds = 68 and 29.5 nM, respectively). It is a histamine H1 receptor antagonist (Ki = 1.23 nM). Doxepin selectively binds to SERT and NET over the dopamine transporter (DAT; Kd = 12,100 nM) and inhibits histamine H1 over H2, H3, and H4 receptors (Kis = 170, 39,810, and 15,135 nM, respectively). It also binds to the 5-HT2 receptor, as well as to muscarinic acetylcholine and α1-adrenergic receptors (α1-ARs; Kds = 27, 23, and 23.5 nM, respectively). Doxepin (10 mg/kg, i.p.) decreases allodynia and hyperalgesia in a mouse model of chronic constriction injury-induced neuropathic pain. It increases the distance traveled in the center of the open field test and reduces immobility time in the forced swim test in a mouse model of depression induced by chronic stress when administered orally at a dose of 15 mg/kg. Formulations containing doxepin have been used in the treatment of depression and insomnia.
용도
Doxepin hydrochloride is a tricyclic antidepressant that inhibits the reuptake of serotonin and norepinephrine and acts as an antagonist at histamine, serotonin, adrenergic, and muscarinic receptors with Ki values in the nanomolar range.It is a antidepressant used clinically to treat anxiety and depression.
일반 설명
Doxepin, 3-dibenz[b,e]-oxepin-11(6H)ylidine-N,N-dimethyl-1-propanamine hydrochloride, N,N-dimethyl-3-(dibenz[b,e]oxepin-11(6H)-ylidene)propylamine (Sinequan, Adapin), isan oxa congener of amitriptyline, as can be seen from itsstructure.The oxygen is interestingly placed and should influenceoxidative metabolism as well as postsynaptic and presynapticbinding affinities. The (Z)-isomer is the more active, althoughthe drug is marketed as the mixture of isomers. Thedrug overall is a NE and 5-HT reuptake blocker with significantanticholinergic and sedative properties. It can be anticipatedthat the nor- or des- metabolite will contribute to theoverall activity pattern.