Basic information
- CAS
14611-52-0- Standard SMILES
C#CCN(C)C(C)Cc1ccccc1.Cl- InChIKey
IYETZZCWLLUHIJ-UHFFFAOYSA-N- Molecular formula
- C13H18ClN
- Average molar mass
- 223.74 g/mol
- Monoisotopic mass
- 223.1127773
Overview
See also: Selegiline (annotation moved to); Selegiline Hydrochloride (annotation moved to).
Names & identifiers
- Preferred name
- Deprenyl hydrochloride
- IUPAC
- N-methyl-1-phenyl-N-prop-2-ynylpropan-2-amine;hydrochloride
- English name
- Selegiline hydrochloride
- Molecular formula
- C13H18ClN
- Molecular weight
- 223.74
Names & synonyms
Deprenyl hydrochloride2079-54-1Deprenaline hydrochlorideDeprenyl HClE-25063G7R4955APhenylisopropylmethylpropinylamine hydrochlorideDTXSID90904745N,alpha-Dimethyl-N-2-propynylphenethylamine hydrochloridePhenethylamine, N,alpha-dimethyl-N-2-propynyl-, hydrochloride2-Propynylamine, N-methyl-N-(alpha-methylphenethyl)-, hydrochlorideBENZENEETHANAMINE, N,.ALPHA.-DIMETHYL-N-2-PROPYN-1-YL-, HYDROCHLORIDE (1:1)
Show more names
SELEGILINE HCLjumexFP-ODfpf1100AmindanAnipryleldeprylMoverganPlurimenEldeprine
RefChem:585763DTXCID401333858BENZENEETHANAMINE, N,ALPHA-DIMETHYL-N-2-PROPYN-1-YL-, HYDROCHLORIDE (1:1)Deprenalin1-Deprenil HydrochlorideMLS000069378N-methyl-1-phenyl-N-prop-2-ynylpropan-2-amine;hydrochlorideSMR000058408
Properties
Computed structural properties
- Topological polar surface area
- 3.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 195
Experimental & physicochemical properties
Solubility18.4 [ug/mL] (The mean of the results at pH 7.4)
Physicochemical properties
- Melting point
- 141 · 141-142°C
- alpha
- 25 · D25 -10.8° (c = 6.48 in water)
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: >10 mg/mL
- pka
- 6.8 · 6.8
- form
- solid
- color
- white
- optical activity
- 25 · [α]25/D 10.8°, c = 6.48 in H2O(lit.)
- Water Solubility
- 100 mM · Soluble in water at 100mM
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
- InChI
- InChI=1S/C13H17N.ClH/c1-4-10-14(3)12(2)11-13-8-6-5-7-9-13;/h1,5-9,12H,10-11H2,2-3H3;1H
- InChIKey
- IYETZZCWLLUHIJ-UHFFFAOYSA-N
- SMILES
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- DA0292500
- ridadr
- 3249
- hs_code
- 2921490002
- Toxicity
- LD50 in rats (mg/kg): 81 i.v., 280 s.c. (Magyar)
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-36
- hazard_class
- 6.1(b)
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- target organs
- Central nervous system
- Hazard statements
- H302-H336
- Hazard Classifications
- Acute Tox. 4 OralSTOT SE 3
- Precautionary statements
- P301+P312+P330
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.
Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists.
A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414)
Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids.
Applications
DescriptionDeprenyl (14611-52-0) is a potent inhibitor of monoamine oxidase B (MAO- B) which has been used for the treatment of Parkinson’s disease.1,2 Displays neuroprotective effects rescuing nigral dopaminergic neurons after systemic MPTP treatment.3 Rescues PC12 cells from trophic withdrawal-induced apoptosis.4 Glyceraldehyde-3-phosphate dehydrogenase has been found to be the putative target responsible for its neuroprotective effects.5
Usesantibacterial
UsesAntidepressant, Antiparkinsonian
UsesSelegiline hydrochloride is used to alleviate the symptonms of Parkinsons disease
Suppliers100 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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