438-60-8

• 常用中文名：普罗替林
• 常用英文名：protriptyline
• CAS号：438-60-8
• 分子式：C₁₉H₂₁N
• 分子量：263.37700
• 相关类别： 信号通路 神经信号通路 疼痛
• 发布时间：2018-04-26 08:00:00
• 更新时间：2024-01-09 17:02:37
• 普罗替林是一种有效的抗抑郁剂。普罗替林抑制乙酰胆碱酯酶活性,IC50值为0.06 mM,并抑制Aβ自组装。普罗替林可用于治疗抑郁症和阿尔茨海默病[1][2][3]。

名称

• 中文名: 普罗替林
• 英文名: protriptyline
• 英文别名: N-Methyl-5H-dibenzo[a,d]cycloheptene-5-propylamine; 5-(3-Methylaminopropyl)-5H-Dibenzo[a,d]cycloheptene; DIBENZO(A,D)CYCLOHEPTENE-5-PROPYLAMINE,N-METHYL; Amimetilina; 5H-Dibenzo[a,d]cycloheptene-5-propylamine,N-methyl; Triptil; N-methyl-5H-dibenzo(a,d)cycloheptene-5-propanamine; Protriptylin; Protryptyline; 3-(dibenzo(a,d)cyclohepten-5-yl)propylmethylamine; proptriptyline; Vivactil; PROTRIPTYLINE

物化性质

• 密度: 1.026 g/cm3
• 沸点: 407.7ºC at 760 mmHg
• 分子式: C₁₉H₂₁N
• 分子量: 263.37700
• 闪点: 198.3ºC
• 精确质量: 263.16700
• PSA: 12.03000
• LogP: 4.69280
• 储存条件: 室温

生物活性

• 描述: 普罗替林是一种有效的抗抑郁剂。普罗替林抑制乙酰胆碱酯酶活性,IC50值为0.06 mM,并抑制Aβ自组装。普罗替林可用于治疗抑郁症和阿尔茨海默病[1][2][3]。
• 相关类别:
  研究领域 >> 神经疾病
  信号通路 >> 神经信号通路 >> 疼痛
• 体外研究: 普罗替林(0-70μM；24小时；PC3细胞)对PC3细胞产生细胞毒性[2]。细胞毒性试验[2]细胞系：PC3细胞浓度：50、60和70μM孵育时间：24小时结果：细胞活力呈浓度依赖性下降。
• 体内研究: 普罗替林(10 mg/kg；静脉注射；持续21天；AD大鼠模型)改善STZ治疗大鼠的空间学习和保留记忆[3]。动物模型：AD大鼠模型[3]剂量：10mg/kg给药：腹腔注射；21天。结果：pTau、Aβ42和BACE-1水平降低,神经退行性变、氧化应激和胶质细胞活化减少。通过减少NFκB和GFAP的表达,提高p-ERK/ERK比率,增强BDNF和CREB水平。
• 参考文献:

  [1]. Bansode SB, et, al. Molecular investigations of protriptyline as a multi-target directed ligand in Alzheimer's disease. PLoS One. 2014 Aug 20;9(8):e105196.

  [2]. Chang HT, et, al. The mechanism of protriptyline-induced Ca2+ movement and non-Ca2+-triggered cell death in PC3 human prostate cancer cells. J Recept Signal Transduct Res. 2015;35(5):429-34.

  [3]. Tiwari V, et, al. Protriptyline improves spatial memory and reduces oxidative damage by regulating NFκB-BDNF/CREB signaling axis in streptozotocin-induced rat model of Alzheimer's disease. Brain Res. 2021 Mar 1;1754:147261.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : HP1050000 CHEMICAL NAME : 5H-Dibenzo(a,d)cycloheptene-5-propylamine, N-methyl- CAS REGISTRY NUMBER : 438-60-8 LAST UPDATED : 199612 DATA ITEMS CITED : 10 MOLECULAR FORMULA : C19-H21-N MOLECULAR WEIGHT : 263.41 WISWESSER LINE NOTATION : L C676 BHJ B3M1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 240 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 42 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 269 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 67 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 192 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 30 mg/kg TOXIC EFFECTS : Behavioral - changes in motor activity (specific assay) REFERENCE : JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 17,65,1974 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 310 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 8200 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 630 mg/kg/6W-I TOXIC EFFECTS : Cardiac - EKG changes not diagnostic of specified effects Cardiac - pulse rate increase, without fall in BP REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 30,1709,1980 *** REVIEWS *** TOXICOLOGY REVIEW IDPYAK Industrial Pharmacology. (Mount Kisco, NY) V.1-3, 1974-79. Discontinued. Volume(issue)/page/year: 2,209,1975

安全

• 海关编码: 2921499090

合成路线

19071-94-4 74-89-5 ~% 438-60-8

文献：Apicore, LLC Patent: US2008/139848 A1, 2008 ; Location in patent: Page/Page column 3 ;

521-80-2 ~% 438-60-8

文献：Engelhardt,E.L. et al. Journal of Medicinal Chemistry, 1968 , vol. 11, # 2 p. 325 - 332

18029-54-4 ~% 438-60-8

文献：Gribble,G.W. et al. Synthesis, 1977 , p. 172 - 176

18506-04-2 ~% 438-60-8

文献：Engelhardt,E.L. et al. Journal of Medicinal Chemistry, 1968 , vol. 11, # 2 p. 325 - 332

上下游产品

上游产品  4
74-89-5 521-80-2 18029-54-4 18506-04-2
下游产品  2
27462-57-3 29785-65-7

海关

海关编码	2921499090
中文概述	2921499090 其他芳香单胺及衍生物及它们的盐. 增值税率:17.0% 退税率:9.0% 监管条件:无 最惠国关税:6.5% 普通关税:30.0%
申报要素	品名, 成分含量, 用途
Summary	2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%