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Merck
CN

P1761

trans-2-Phenylcyclopropylamine hemisulfate salt

Synonym(s):

Tranylcypromine

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About This Item

Linear Formula:
C9H11N · 1/2H2SO4
CAS Number:
13492-01-8
Molecular Weight:
182.23
NACRES:
NA.77
PubChem Substance ID:
329820106
UNSPSC Code:
12352116
EC Number:
236-807-1
MDL number:
MFCD00079222

Key Documents

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InChI key

BKPRVQDIOGQWTG-KAVFMPKWSA-N

InChI

1S/2C9H11N.H2O4S/c2*10-9-6-8(9)7-4-2-1-3-5-7;1-5(2,3)4/h2*1-5,8-9H,6,10H2;(H2,1,2,3,4)/t2*8-,9+;/m11./s1

SMILES string

OS(O)(=O)=O.N[C@H]1C[C@@H]1c2ccccc2.N[C@H]3C[C@@H]3c4ccccc4

assay

≥98% (perchloric acid titration)

form

powder

solubility

water: 0.0333 g/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

2-8°C

Quality Level

200

Related Categories

Biochem/physiol Actions

trans-2-Phenylcyclopropylamine acts as an inhibitor of lysine-specific demethylase 1 (LSD1). It exhibits anti-depressant and anxiolytic activity. Tranylcypromine shows therapeutic effects against mood and anxiety issues. It also exhibits anti-osteoclastogenic effects through monoamine oxidase-A (MAO-A). Tranylcypromine may play a role in bone remodeling in mice.
Non-selective MAO-A/B inhibitor.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1821
BCBS2991V
BCCK4376
BCBQ8540V
BCBM9857V

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Zhuochao Liu et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 33(9), 9828-9841 (2019-07-11)
Identification of anti-osteoclastogenic agents is important for the treatment of bone loss diseases that feature excessive osteoclast (OC) activity and bone resorption. Tranylcypromine (TCP), an irreversible inhibitor of monoamine oxidase (MAO), has been used as an antidepressant and anxiolytic agent
Maojun Yang et al.
Biochemistry, 46(27), 8058-8065 (2007-06-16)
Histone modifications, such as acetylation and methylation, are important epigenetic marks that regulate diverse biological processes that use chromatin as the template, including transcription. Dysregulation of histone acetylation and methylation leads to the silencing of tumor suppressor genes and contributes
Elisa Maria Rieckhoff et al.
Current biology : CB, 30(24), 4973-4983 (2020-11-21)
Cellular organelles such as the mitotic spindle adjust their size to the dimensions of the cell. It is widely understood that spindle scaling is governed by regulation of microtubule polymerization. Here, we use quantitative microscopy in living zebrafish embryos and

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