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54779-58-7 1986-47-6
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1986-47-6

1986-47-6 structure
1986-47-6 structure
  • Name: Tranylcypromine hydrochloride
  • Chemical Name: Tranylcypromine hydrochloride,(±)-trans-2-Phenylcyclopropylaminehydrochloride
  • CAS Number: 1986-47-6
  • Molecular Formula: C9H12ClN
  • Molecular Weight: 169.651
  • Catalog: Organic raw materials Amino compound Acyclic monoamines, polyamines and their derivatives and salts
  • Create Date: 2018-08-30 18:47:20
  • Modify Date: 2024-01-08 19:30:42
  • 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
Synonyms (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
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
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 Powder or Chunks | White to light beige
Vapour Pressure 0.127mmHg at 25°C
Storage condition 2-8°C
Symbol GHS07
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
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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title: CAS No. 1986-47-6 | Chemsrc address: https://www.chemsrc.com/en/baike/1195325.html

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