protriptyline

Modify Date: 2025-08-25 22:40:28

protriptyline structure	Common Name	protriptyline
	CAS Number	438-60-8	Molecular Weight	263.37700
	Density	1.026 g/cm3	Boiling Point	407.7ºC at 760 mmHg
	Molecular Formula	C₁₉H₂₁N	Melting Point	N/A
	MSDS	N/A	Flash Point	198.3ºC

Use of protriptyline

Protriptyline is a potent antidepressant agent. Protriptyline inhibits AChE activity with IC50 value of 0.06 mM and inhibits Aβ Self-Assembly. Protriptyline can be used for depression and Alzheimers disease[1][2][3].

Name	protriptyline
Synonym	More Synonyms

Description	Protriptyline is a potent antidepressant agent. Protriptyline inhibits AChE activity with IC50 value of 0.06 mM and inhibits Aβ Self-Assembly. Protriptyline can be used for depression and Alzheimers disease[1][2][3].
Related Catalog	Research Areas >> Neurological Disease Signaling Pathways >> Neuronal Signaling >> AChE
In Vitro	Protriptyline (0-70 μM; 24 hours; PC3 cells) causes cytotoxicity in PC3 cells[2]. Cell Cytotoxicity Assay[2] Cell Line: PC3 cells Concentration: 50, 60 and 70 μM Incubation Time: 24 hours Result: Decreased cell viability in a concentration-dependent manner.
In Vivo	Protriptyline (10 mg/kg; i.p.; for 21 days; rat model of AD) improves spatial learning and retention memory in STZ treated rats[3]. Animal Model: Rat model of AD[3] Dosage: 10 mg/kg Administration: Intraperitoneal injection; for 21 days. Result: Reduced pTau, Aβ42 and BACE-1 levels, neurodegeneration, oxidative stress and glial activation. Improved p-ERK/ERK ratio and enhanced BDNF and CREB levels by reducing NFκB and GFAP expression.
References	[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.

Density	1.026 g/cm3
Boiling Point	407.7ºC at 760 mmHg
Molecular Formula	C₁₉H₂₁N
Molecular Weight	263.37700
Flash Point	198.3ºC
Exact Mass	263.16700
PSA	12.03000
LogP	4.69280
InChIKey	BWPIARFWQZKAIA-UHFFFAOYSA-N
SMILES	CNCCCC1c2ccccc2C=Cc2ccccc21

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

HS Code	2921499090

3-(5H-dibenzo[a...

CAS#:19071-94-4

methylamine

CAS#:74-89-5

protriptyline

CAS#:438-60-8

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

5-[3-(Dimethyla...

CAS#:521-80-2

protriptyline

CAS#:438-60-8

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

5-[3-(dimethyla...

CAS#:18029-54-4

protriptyline

CAS#:438-60-8

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

5-CHLORO-5H-DIB...

CAS#:18506-04-2

protriptyline

CAS#:438-60-8

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

Precursor 4
CAS#:74-89-5 methylamine CAS#:521-80-2 5-[3-(Dimethyla... CAS#:18029-54-4 5-[3-(dimethyla... CAS#:18506-04-2 5-CHLORO-5H-DIB...
DownStream 2
CAS#:27462-57-3 10-Hydroxy Prot... CAS#:29785-65-7 10,11-Dihydro-1...

HS Code	2921499090
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%

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

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