Tranylcypromine hydrochloride

Modify Date: 2024-01-08 19:30:42

Tranylcypromine hydrochloride structure	Common Name	Tranylcypromine hydrochloride
	CAS Number	1986-47-6	Molecular Weight	169.651
	Density	N/A	Boiling Point	218.3ºC at 760mmHg
	Molecular Formula	C₉H₁₂ClN	Melting Point	162-169ºC(lit.)
	MSDS	Chinese USA	Flash Point	90.8ºC
	Symbol	GHS07	Signal Word	Warning

Use of Tranylcypromine hydrochloride

Tranylcypromine hydrochloride (SKF 385 hydrochloride) is an irreversible inhibitor of lysine-specific demethylase 1 (LSD1/BHC110) and monoamine oxidase (MAO). Tranylcypromine hydrochloride inhibits LSD1, MAO A and MAO B with IC50s of 20.7, 2.3 and 0.95 μM, respectively. Tranylcypromine hydrochloride can be used for the research of depression[1][2][3].

Name	Tranylcypromine hydrochloride,(±)-trans-2-Phenylcyclopropylaminehydrochloride
Synonym	More Synonyms

Description	Tranylcypromine hydrochloride (SKF 385 hydrochloride) is an irreversible inhibitor of lysine-specific demethylase 1 (LSD1/BHC110) and monoamine oxidase (MAO). Tranylcypromine hydrochloride inhibits LSD1, MAO A and MAO B with IC50s of 20.7, 2.3 and 0.95 μM, respectively. Tranylcypromine hydrochloride can be used for the research of depression[1][2][3].
Related Catalog	Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Research Areas >> Neurological Disease
Target	MAO-A:2.3 μM (IC50) MAO-B:0.95 μM (IC50)
In Vitro	Tranylcypromine hydrochlorid (50 μM-5 mM; 1 h or 12-14 h) inhibits histone and nucleosomal demethylation[1]. Tranylcypromine hydrochlorid (2 μM; 3 h) shows a specific derepression of OCT4 transcription[1]. Tranylcypromine hydrochlorid (0-100 μM; 15 min) shows IC50 values of 20.7, 2.3 and 0.95 μM for LSD1, MAO A and MAO B, respectively[2]. Tranylcypromine hydrochlorid (0-800 μM) shows Ki values of 242.7, 101.9 and 16 μM for LSD1, MAO A and MAO B, respectively[2]. Western Blot Analysis[1] Cell Line: Sf21 insect cell line Concentration: 50 μM, 200 μM, 1 mM and 5 mM Incubation Time: 12-14 hours or 1 hour Result: Showed inhibitory activities of histone H3K4 demethylation and nucleosomal demethylation. RT-PCR[1] Cell Line: P19 EC cell line Concentration: 2 μM Incubation Time: 3 hours Result: Decreased Oct4 mRNA levels.
In Vivo	Tranylcypromine hydrochlorid (3 mg/kg; i.p. once daily for 3 days) decreases LPS-mediated microglial activation and proinflammatory cytokine COX-2 and IL-6 levels in wild-type mice[3]. Tranylcypromine hydrochlorid (3 mg/kg; i.p. once daily for 7 days) down-regulates Aβ-mediate microglial activation in 5xFAD mice[3]. Animal Model: Wild-type mice[3] Dosage: 3 mg/kg Administration: Intraperitoneal injection; 3 mg/kg once daily for 3 days Result: Significantly down-regulated LPS-stimulated microglial activation in the cortex and Hippocampus, and LPS-induced astrocyte activation only in the cortex. Reduced LPS-induced COX-2 levels in hippocampus CA1, decreased LPS-evoked IL-6 levels in the cortex and hippocampus CA1 and suppressed LPS-mediated IL-1β levels in the cortex. Animal Model: 5xFAD mice[3] Dosage: 3 mg/kg Administration: Intraperitoneal injection; 3 mg/kg once daily for 7 days Result: Differentially regulated microglial and astrocyte activation in this mouse model of AD.
References	[1]. Lee MG, et al. Histone H3 lysine 4 demethylation is a target of nonselective antidepressive medications. Chem Biol. 2006 Jun;13(6):563-7. [2]. Schmidt DM, McCafferty DG. trans-2-Phenylcyclopropylamine is a mechanism-based inactivator of the histone demethylase LSD1. Biochemistry. 2007 Apr 10;46(14):4408-16. [3]. Park H, et al. The MAO Inhibitor Tranylcypromine Alters LPS- and Aβ-Mediated Neuroinflammatory Responses in Wild-type Mice and a Mouse Model of AD. Cells. 2020 Aug 28;9(9):1982.

Boiling Point	218.3ºC at 760mmHg
Melting Point	162-169ºC(lit.)
Molecular Formula	C₉H₁₂ClN
Molecular Weight	169.651
Flash Point	90.8ºC
Exact Mass	169.065826
PSA	26.02000
LogP	3.00350
Appearance of Characters	Powder or Chunks \| White to light beige
Vapour Pressure	0.127mmHg at 25°C
Storage condition	2-8°C

Tranylcypromine hydrochloride MSDS(Chinese)

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Hazard Codes	T: Toxic;
Risk Phrases	R36/37/38
Safety Phrases	45-36/37/39-26
RIDADR	UN 3249
WGK Germany	3
Packaging Group	III
Hazard Class	6.1(b)
HS Code	2921499090

2-Phenylcyclopr...

CAS#:939-90-2

Tranylcypromine...

CAS#:1986-47-6

Literature: Journal of Medicinal Chemistry, , vol. 39, # 7 p. 1485 - 1493

rel-(1R*,2R*)-2...

CAS#:5861-31-4

Tranylcypromine...

CAS#:1986-47-6

Literature: Journal of Medicinal Chemistry, , vol. 39, # 7 p. 1485 - 1493

Methyl cinnamate

CAS#:103-26-4

Tranylcypromine...

CAS#:1986-47-6

Literature: Journal of Medicinal Chemistry, , vol. 39, # 7 p. 1485 - 1493

Precursor 3
CAS#:939-90-2 2-Phenylcyclopr... CAS#:5861-31-4 rel-(1R,2R)-2... CAS#:103-26-4 Methyl cinnamate
DownStream 4
CAS#:21087-29-6 Cinnamyl chloride CAS#:4407-36-7 3-Phenyl-2-prop... CAS#:21040-45-9 (E)-cinnamyl acetate CAS#:7217-71-2 alpha-vinylbenz...

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%

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(1R,2S)-2-Phenylcyclopropanamine hydrochloride (1:1)

(1R,2S)-tranylcypromine hydrochloride

Cyclopropanamine, 2-phenyl-, (1R,2S)-, hydrochloride (1:1)

trans-2-Phenylcyclopropylamine hydrochloride

Tranylcypromine hydrochloride

trans-2-Phenylcyclopropanamine hydrochloride

MFCD00063602