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P1761

Sigma-Aldrich

trans-2-Phenylcyclopropylamine hemisulfate salt

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

Assay

≥98% (perchloric acid titration)

Quality Level

200

form

powder

solubility

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

storage temp.

2-8°C

SMILES string

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

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

InChI key

BKPRVQDIOGQWTG-KAVFMPKWSA-N

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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

Signal Word

Danger

Hazard Statements

H300,H311 + H331

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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