CAS Number1986-47-6
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
Molecular FormulaC9H12ClN
Molecular Weight133.19 (free base basis)
Purity≥97 (HPLC)%
Boiling Point218.3ºC at 760mmHg
Melting Point162-169ºC(lit.)
Appearancesolid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1986-47-6 |
| Catalog No. | 2A-9084323 |
| Chinese Name | 反式-2-苯基环丙胺盐酸盐 |
| 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 |
| Molecular Formula | C9H12ClN |
| Molecular Weight | 133.19 (free base basis) |
| Purity | ≥97 (HPLC) |
| Boiling Point | 218.3ºC at 760mmHg |
| Melting Point | 162-169ºC(lit.) |
| Appearance | solid |
| Storage Condition | Store airtight in a cool, dry warehouse. Avoid dir |
| Packaging | III |
| Application | Cycloalanine hydrochloride (SKF 385 hydrochloride) is an irreversible inhibitor of lysine-specific demethylase 1 (LSD1/BHC110) and monoamine oxidase (MAO). Transyl bromide hydrochloride inhibits LSD1, |
| HTC | 2921499090 |
| MDL Number | MFCD00063602 |
| SMILES | Cl.N[C@@H]1[C@H](C1)c2ccccc2 |
| InChI | 1S/C9H11N.ClH/c10-9-6-8(9)7-4-2-1-3-5-7;/h1-5,8-9H,6,10H2;1H/t8-,9+;/m1./s1 |
| InChI Key | ZPEFMSTTZXJOTM-RJUBDTSPSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 51111800 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/84323_1_1986_47_6.pdf |
| Bioactivity | 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. Chemical & Physical Properties 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 InChIKey ZPEFMSTTZXJOTM-OULXEKPRSA-N SMILES Cl.NC1CC1c1ccccc1 Storage condition 2-8°C |
| Use of | Properties Articles18 Name Tranylcypromine hydrochloride,(±)-trans-2-Phenylcyclopropylaminehydrochloride Synonym More Synonyms Tranylcypromine hydrochloride Biological Activity Related Catalog Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Research Areas >> Neurological Disease MAO-A:2.3 μM (IC50) MAO-B:0.95 μM (IC50) References [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. Chemical & Physical Properties Exact Mass 169.065826 PSA 26.02000 LogP 3.00350 Appearance of Characters Powder or Chunks | White to light beige InChIKey ZPEFMSTTZXJOTM-OULXEKPRSA-N |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 6.5% Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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