Clorgyline hydrochloride
Basic information
- CAS
17780-75-5- Standard SMILES
C#CCN(C)CCCOc1ccc(Cl)cc1Cl.Cl- InChIKey
BBAZDLONIUABKI-UHFFFAOYSA-N- Molecular formula
- C13H16Cl3NO
- Average molar mass
- 308.6 g/mol
- Monoisotopic mass
- 307.029747
Overview
See also: Clorgyline (annotation moved to).
Names & identifiers
- Preferred name
- Clorgyline hydrochloride
- IUPAC
- 3-(2,4-dichlorophenoxy)-N-methyl-N-prop-2-ynylpropan-1-amine;hydrochloride
- English name
- Clorgyline hydrochloride
- Molecular formula
- C13H16Cl3NO
- Molecular weight
- 308.63
Names & synonyms
CLORGYLINE HYDROCHLORIDE17780-75-5CLORGILINE HYDROCHLORIDEClorgyline HClEINECS 241-760-5NSC-759306H38V165133N-(3-(2,4-Dichlorophenoxy)propyl)-N-methyl-2-propynylamine hydrochloride2-Propyn-1-amine, N-(3-(2,4-dichlorophenoxy)propyl)-N-methyl-, hydrochloride2-Propyn-1-amine, N-[3-(2,4-dichlorophenoxy)propyl]-N-methyl-, hydrochloride (1:1)NSC 759306Propylamine, 3-(2,4-dichlorophenoxy)-N-methyl-N-propargyl-, hydrochloride
Show more names
Clorgiline (hydrochloride)Clorgyline HCl (M&B 9302, MB9302)Clorgyline hydrochloride, 10 mM in DMSOClorgyline hydrochloride, MAO-A inhibitorN-methyl-N-propargyl-3-(2,4-*dichlorophenoxy)propN-METHYL-N-PROPARGYL-3-(2,4-*DICHLOROPHE NOXY)PROPYLN-Methyl-N-propargyl-3-(2,4-dichlorophenoxy)propylamine3-(2,4-dichlorophenoxy)-n-methyl-n-propargyl-propylaminhydrochloride
N-[3-(2,4-dichlorophenoxy)propyl]-N-methyl-2-propynylamine hydrochloride2-PROPYN-1-AMINE, N-(3-(2,4-DICHLOROPHENOXY)PROPYL)-N-METHYL-, HYDROCHLORIDE (1:1)RefChem:5777512-Propynylamine, N-(3-(2,4-dichlorophenoxy)propyl)-N-methyl-, hydrochloride (7CI,8CI)2-Propyn-1-amine, N-(3-(2,4-dichlorophenoxy)propyl)-N-methyl-, hydrochloride (9CI)N-Methyl-N-propargyl-3-(2,4-dichlorophenoxy)propylamine hydrochlorideN-(3-(2,4-dichlorophenoxy)propyl)-N-methylprop-2-yn-1-amine hydrochlorideMFCD00052012
Database identifiers
- CAS
17780-75-5- PubChem CID
- 28767
- DTXSID
DTXSID3045778- ChEMBL
CHEMBL539507- UNII
- H38V165133
- EC Number
- 241-760-5
Properties
Computed structural properties
- Topological polar surface area
- 12.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 6
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 263
Experimental & physicochemical properties
Solubility8.7 [ug/mL] (The mean of the results at pH 7.4)
Collision Cross Section157 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- storage temp.
- 2 · 2-8°C
- solubility
- 17.65 mg/mL · ≥17.65 mg/mL in DMSO; ≥18.2 mg/mL in EtOH; ≥24.8 mg/mL in H2O
- form
- A crystalline solid
- color
- White to off-white
- InChI
- 1S/C13H15Cl2NO.ClH/c1-3-7-16(2)8-4-9-17-13-6-5-11(14)10-12(13)15;/h1,5-6,10H,4,7-9H2,2H3;1H
- InChIKey
- BBAZDLONIUABKI-UHFFFAOYSA-N
- SMILES
- Cl.CN(CCCOc1ccc(Cl)cc1Cl)CC#C
- FDA UNII
- 38 V165133 · H38V165133
- UNSPSC Code
- 12352116 · 12352116
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 6 · GHS06
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P317, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 155 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- rtecs
- UI0675000
- ridadr
- UN 2811 6.1/PG 3
- risk_code
- 20/21/22
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- Xn
- safety_code
- 36
- hazard_class
- 6.1(b)
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
- H301-H312+H332
- Hazard Classifications
- Acute Tox. 3 Oral
- Precautionary statements
Chemistry & industry
Applications
DescriptionClorgyline is a potent monoamine oxidase (MAO) inhibitor that preferentially targets MAO-A over MAO-B (Kis = 0.054 and 58 μM, respectively). This inhibition is irreversible. Clorgyline is without effect on serotonin receptors, but it does inhibit the sigma receptor σ1 on Jurkat human T lymphocyte cells (IC50 = 31 nM). As MAO-A preferentially oxidizes serotonin, selective MAO-A inhibitors have applications in ameliorating depression and anxiety.
UsesAntidepressant;Monoamine oxidase A inhibitor
UsesN-Methyl-N-propargyl-3-(2,4-dichlorophenoxy)propylamine hydrochloride has been used as a monoamine oxidase A (MAO-A) inhibitor:in MAO-A biochemical assayto study its effects on the transit of serotonin (5-HT) in the human placenta explantsto study its effects on human prostate cancer cells
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Compound notes
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