5H-디벤즈[b,f]아제핀
5H-디벤즈[b,f]아제핀 · 5H-Dibenz[b,f]azepine · CarbaMazepine Related CoMpound B · Iminostilben · 5H-Dibenz[b,f]azepin · 5H-Dibenzo(b,f)azepine · R-FMOC · RP 9989
![5H-디벤즈[b,f]아제핀 분자 구조식](/img/chemical/9212.png)
식별자 및 물리적 특성
| CAS No. | 256-96-2 |
|---|---|
| 분자식 | C14H11N |
| 평균 분자량 | 193.24 g/mol |
| 단동위원소 질량 | 193.08914935 g/mol |
| SMILES | C1=Cc2ccccc2Nc2ccccc21 |
| InChIKey | LCGTWRLJTMHIQZ-UHFFFAOYSA-N |
| PubChem CID | 9212 |
| ChEMBL | CHEMBL243596 |
| ChEBI | CHEBI:47802 |
| EC No. | 205-970-0 |
| DTXSID | DTXSID90871625 |
| 현지명 | 5H-디벤즈[b,f]아제핀 |
화학 및 물리적 성질
| XLogP | 4 |
|---|---|
| 극성 표면적 | 12 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 15 |
| 형식 전하 | 0 |
| 복잡도 | 222 |
| 물질 분류 | Pharmaceutical |
| 의약품 | Pharmaceuticals -> Metabolite of Carbamazepine |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 녹는점 | 197 °C |
| 끓는 점 | 221 °C(lit.) |
| 밀도 | 1.290 g/mL at 20 °C(lit.) |
| 굴절률 | n20/D 1.523(lit.) |
| 인화점 | >230 °F |
| 저장 조건 | Keep in dark place,Sealed in dry,Room Temperature |
| 용해도 | 디옥산: 50mg/mL, 투명 |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | 1.71±0.20(Predicted) |
| 색상 | 노란색에서 주황색으로 |
| 용해도 | 에틸 아세테이트(25 mg/ml), 물(일부), 디옥산, 클로로포름 및 DMSO에 용해됩니다. |
| BRN | 1343358 |
| InChI | 1S/C14H11N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-10,15H |
| InChIKey | LCGTWRLJTMHIQZ-UHFFFAOYSA-N |
| SMILES | N1c2ccccc2C=Cc3ccccc13 |
| LogP(분배 계수) | 4.06 |
| NIST | o,o'-Iminostilbene(256-96-2) |
| EPA | 5H-Dibenz[b,f]azepine (256-96-2) |
화학적 성질
Yellow to orange-yellow fine powder
안전 및 규제
| GHS 분류 | WarningH302 (78.2%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 55 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Status: Active Update: 28-01-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/13753 |
| Hazard Classes and Categories | Acute Tox. 4 (78.2%) |
| USGS Health-Based Screening Levels for Evaluating Water-Quality | IminostilbenePharmaceuticalSmith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP |
| 수질 위해 등급(WGK) | 3 |
| 운송 번호(UN) | UN 3265 8/PG 2 |
| 관세 코드 | 29339900 |
| 위험 문구(R) | 34-51/53-22-36/37/38 |
| 위험 표시 | C,Xi,N,Xn |
| 안전 문구(S) | 26-36/37/39-45-61-27-24/25 |
| F 고인화성물질 | 10-21 |
| 위험 참고 사항 | Irritant |
| 위험 등급 | Acute Tox. 4 OralAquatic Chronic 2 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
Iminostilbene is mainly used as a pharmaceutical intermediate for the production of carbamazepine, Oxcarbazepine, and rhodium catalyst ligand. It is a metabolite of of carbamazepine which is used primarily in the treatment of epilepsy and neuropathic pain.
일반 설명
5H-Dibenz[b,f]azepine, a tricyclic amine with a seven-membered ring, is commonly known as iminostilbene. It is used as an intermediate or a starting material in the synthesis of many anticonvulsant drugs.It is also used as a starting material to prepare pharmacologically important dibenzoazepine-pyridazine derivatives and synthesize olefinic multidentate ligand, which is used to prepare Rh(I) complexes.
제조 및 합성 방법
제조 방법
iminostilbene synthesis: 10,11-Dihydro-5-dibenz(b,f)azepine [Iminodibenzyl, 494-19-9] as raw material was acylated by triphosgene, after bromination by bromine and dehydrobromination, reacted with sodium hydroxide in isopropanol to give Iminostilbene.