2-(2-(Diethylamino)ethoxy)ethyl 1-phenylcyclopentanecarboxylate 咳必清
CAS 77-23-6 MFCD00077236
化学结构图
SMILES: CCN(CC)CCOCCOC(=O)C1(c2ccccc2)CCCC1
化学属性
| Refractive index | 1.4990-1.5010 |
|---|---|
| Mol. Weight | 333.52 |
| Boiling Point | 165-170 ºC (1.33PA) |
| Mol. Formula | C20H31NO3 |
别名和识别编码
| EC Number | 201-014-1 |
|---|---|
| Synonym | 1-Phenylcyclopentane-1-Carboxylic acid diethylaminoethoxyethyl ester 1-phenyl-1-cyclopentanecarboxylate 1-phenyl-cyclopentanecarboxylicaci2-(2-(diethylamino)ethoxy)ethylester 1-phenylcyclopentane-1-carboxylicaciddiethylaminoethoxyethylester 1-phenylcyclopentanecarboxylicacid2-(2-diethylaminoethoxy)ethylester 1-苯基环戊烷-1-羧酸 2-(2-二乙胺基乙氧基)乙酯 1-苯基环戊烷-1-羧酸-β-(β-二乙胺基乙氧基)乙酯 2-(2-Diethylaminoethoxy)ethyl 1-phenylcyclopentanecarboxylate 2-(2-diethylaminoethoxy)ethyl 1-phenylcyclopentyl-1-carboxylate 2-(2-diethylaminoethoxy)ethyl1-phenylcyclopentanecarboxylate 2-(Diethylaminoethoxy)ethyl 1-phenyl-1-cyclopentanecarboxylate 2-(Diethylaminoethoxy)ethyl 1-phenylcyclopentyl-1-carboxylate 2-(diethylaminoethoxy)ethyl1-phenyl-1-cyclopentanecarboxylate 2-(diethylaminoethoxy)ethyl1-phenylcyclo |
| CAS Number | 77-23-6 |
| Chemical Name | 2-(2-(Diethylamino)ethoxy)ethyl 1-phenylcyclopentanecarboxylate |
| Chemical Name Translation | 咳必清 |
| InChIKey | CFJMRBQWBDQYMK-UHFFFAOYSA-N |
| Beilstein Registry Number | 2299701 |
| PubChem Substance ID | 2562 |
| InChI | InChI=1S/C20H31NO3/c1-3-21(4-2)14-15-23-16-17-24-19(22)20(12-8-9-13-20)18-10-6-5-7-11-18/h5-7,10-11H,3-4,8-9,12-17H2,1-2H3 |
| LabNetwork Molecule ID | LN00200057 |
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相关文献及参考
- [2]. Tortella FC, et, al. Dextromethorphan and carbetapentane: centrally acting non-opioid antitussive agents with novel anticonvulsant properties. Brain Res. 1986 Sep 24;383(1-2):314-8.
- [3]. Calderon SN, et, al. Novel 1-phenylcycloalkanecarboxylic acid derivatives are potent and selective sigma 1 ligands. J Med Chem. 1994 Jul 22;37(15):2285-91.
- [4]. Brown C, et, al. Antitussive activity of sigma-1 receptor agonists in the guinea-pig. Br J Pharmacol. 2004 Jan;141(2):233-40.
- [1]. Mohamed SH, et, al. Extraction-free spectrophotometric assay of the antitussive drug pentoxyverine citrate using sulfonephthalein dyes. Spectrochim Acta A Mol Biomol Spectrosc. 2019 Nov 5;222:117186.
- [1]. Mohamed SH, et, al. Extraction-free spectrophotometric assay of the antitussive drug pentoxyverine citrate using sulfonephthalein dyes. Spectrochim Acta A Mol Biomol Spectrosc. 2019 Nov 5;222:117186.
- [2]. Tortella FC, et, al. Dextromethorphan and carbetapent
安全信息
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 13 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea REFERENCE : JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 9,446,1957
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 150 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea REFERENCE : JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 9,446,1957
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 130 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea REFERENCE : JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 9,446,1957
其他信息
- MSDS 信息:2-(2-Diethylaminoethoxy)ethyl 1-phenylcyclopentane-1-carboxylate(77-23-6).msds
- Sigma Aldrich:77-23-6(sigmaaldrich)
- 上游原料:无水氯化钙 --> 二乙胺 --> 三氯乙烯 --> 1-苯基环戊烷羧酸 --> 1,4-二溴丁烷 --> 氰苄 --> 1-苯基-1-氰基环戊烷 --> Α-苯基环戊烷甲酰氯 --> 芝麻酚
- 用途一:为非麻醉性中枢镇咳药。该品与枸櫞酸喷托维林，又称咳必清。这是一类非成瘾性镇咳药，镇咳疗效次于可待因，多和来治疗上呼吸道感染引起的急性、轻度咳嗽和百日咳，可减少支气管分泌。该品毒性低微。
- MOL 文件:77-23-6.mol
- 方法一:由四氢呋喃经开环、溴化、环合、水解、氯化、酯化而得。1.开环、溴化将四氢呋喃滴加到氢溴酸中，滴加硫酸，反应然后冷至室温，分取下层液，用纯碱溶液洗至中性。加无水氯化钙脱水后，过滤得1,4-二溴丁烷。2.环合将氰苄加入干燥的反应锅内，缓缓加入1,4-二溴丁烷。得1-苯基-1-氰基环戊烷。3.水解将水加入反应锅，并在搅拌下加入硫酸和1-苯基-1-氰基环戊烷得1-苯基环戊烷羧酸。4.氯化将1-苯基环戊烷羧酸溶于无水三氯乙烯中，并在搅拌下加入三氯化磷。反应后静置冷却分层，取上层清液减压蒸馏，回收三氯乙烯至尽，得1-苯基环戊烷甲酰氯。5.酯化将1-苯基环戊烷甲酰氯加入干燥的反应锅内，滴加二乙胺基乙氧基乙醇，酯化完成后，用酸碱处理、活性炭得油状物喷托维林。
