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Tranylcypromine (2-PCPA) HCl

Alias: SKF-385 HCl; SKF 385 HCl;2-PCPA Hydrochloride; SKF385 HCl;2-PCPA HCl; Tranylcypromine hydochloride; Tranylcypromine HCl
Cat No.:V0903 Purity: ≥98%
Tranylcypromine HCl (also known as SKF385 HCl;2-PCPA) is discontinued.
Tranylcypromine (2-PCPA) HCl
Tranylcypromine (2-PCPA) HCl Chemical Structure CAS No.: 1986-47-6
Product category: Carbonic Anhydrase
This product is for research use only, not for human use. We do not sell to patients.
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1g
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Tranylcypromine HCl (also known as SKF385 HCl; 2-PCPA) is discontinued. It is the hydrochloride salt of Tranylcypromine which is a nonselective and irreversible monoamine oxidase/MAO inhibitor used as an antidepressant drug. It inhibits CYP2A6 with Kis of 0.08 μM and 0.2 μM in cDNA-expressing microsomes and Human Liver Microsomes, respectively. Tranylcypromine is used as an antidepressant and anxiolytic agent in the clinical treatment of mood and anxiety disorders, respectively.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Human primary keratinocytes transduced by two factors, Oct4 and Klf4, undergo reprogramming when Tranylcypromine (SKF 385) (GMP) and Laduviglusib are combined [2].
ln Vivo
In wild-type mice, tranylcypromine hydrochlorid (3 mg/kg; intraperitoneal; once daily for three days) reduces proinflammatory cytokine COX-2 and IL-6 levels as well as LPS-mediated microglial activation[3]. In 5xFAD mice, tranylcypromine hydrochlorid (3 mg/kg; intraperitoneal; once daily for 7 days) reduces Aβ-mediated microglial activation[3].
Animal Protocol
Animal/Disease Models: Wild-type mice[3]
Doses: 3 mg/kg
Route of Administration: intraperitoneal (ip)injection; 3 mg/kg one time/day for 3 days
Experimental Results: Dramatically down-regulated LPS-stimulated microglial activation in the cortex and Hippocampus, and LPS-induced astrocyte activation only in the cortex. decreased LPS-induced COX-2 levels in hippocampus CA1, diminished LPS-evoked IL-6 levels in the cortex and hippocampus CA1 and suppressed LPS-mediated IL-1β levels in the cortex.

Animal/Disease Models: 5xFAD mice[3]
Doses: 3 mg/kg
Route of Administration: intraperitoneal (ip)injection; 3 mg/kg one time/day for 7 days
Experimental Results: Differentially regulated microglial and astrocyte activation in this mouse model of AD.
References
Drug Metab Dispos.2001 Jun;29(6):897-902;Environ Health Perspect.2004 Aug;112(11):1159-64.
Additional Infomation
(1R,2S)-tranylcypromine hydrochloride is a hydrochloride obtained by combining (1R,2S)-tranylcypromine with one equivalent of hydrochloric acid. It contains a (1R,2S)-tranylcypromine(1+). It is an enantiomer of a (1S,2R)-tranylcypromine hydrochloride.
See also: Tranylcypromine (annotation moved to).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H12CLN
Molecular Weight
169.65
Exact Mass
169.065
CAS #
1986-47-6
Related CAS #
1986-47-6
PubChem CID
2723716
Appearance
White to yellow solid powder
Boiling Point
218.3ºC at 760mmHg
Melting Point
162-169ºC(lit.)
Flash Point
90.8ºC
Vapour Pressure
0.127mmHg at 25°C
LogP
3.003
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
1
Heavy Atom Count
11
Complexity
116
Defined Atom Stereocenter Count
2
SMILES
C1[C@H]([C@@H]1N)C2=CC=CC=C2.Cl
InChi Key
ZPEFMSTTZXJOTM-OULXEKPRSA-N
InChi Code
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+;/m0./s1
Chemical Name
trans-2-Phenylcyclopropylamine Hydrochloride
Synonyms
SKF-385 HCl; SKF 385 HCl;2-PCPA Hydrochloride; SKF385 HCl;2-PCPA HCl; Tranylcypromine hydochloride; Tranylcypromine HCl
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 33 mg/mL (194.5 mM)
Water: N/A
Ethanol:33 mg/mL (194.5 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (14.74 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (14.74 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (14.74 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.8945 mL 29.4724 mL 58.9449 mL
5 mM 1.1789 mL 5.8945 mL 11.7890 mL
10 mM 0.5894 mL 2.9472 mL 5.8945 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT01430455 Completed Has Results Drug: Tranylcypromine Bipolar Disorder I or II New York State Psychiatric Institute November 2011 Phase 4
NCT00653393 Completed Drug: Tranylcypromine
Drug: Parnate
To Determine the Bioavailability
of Tranylcypromine
Par Pharmaceutical, Inc. October 2004 Phase 1
NCT00296686 Terminated Drug: Tranylcypromine
Drug: Dextroamphetamine
Major Depression New York State Psychiatric Institute September 2001 Phase 4
NCT02273102 Completed Drug: Tranylcypromine
Drug: Tretinoin
Acute Myelogenous Leukemia
Myelodysplastic Syndromes
University of Miami March 2, 2015 Phase 1
Biological Data
  • Tranylcypromine (2-PCPA) HCl

    Effects of perinatal exposure to BPA or NP (mg/kg/day) on behavior in the monoamine-disruption test 5.5 hr after Tranylcypromine (Tcy) treatment.Environ Health Perspect.2004 Aug;112(11):1159-64.

  • Tranylcypromine (2-PCPA) HCl

    Effects of perinatal exposure to BPA or NP (mg/kg/day) on behavioral characteristics in a shuttle-box avoidance test.Environ Health Perspect.2004 Aug;112(11):1159-64.


  • Tranylcypromine (2-PCPA) HCl

    Effect of perinatal exposure (mean ± SE) to BPA or NP (mg/kg/day) on the behavioral characteristics in a passive avoidance test.Environ Health Perspect.2004 Aug;112(11):1159-64.
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