Basic information
- CAS
34562-97-5- Standard SMILES
O=C(O)CCCNC(=O)c1cccnc1- InChIKey
NAJVRARAUNYNDX-UHFFFAOYSA-N- Molecular formula
- C10H12N2O3
- Average molar mass
- 208.21 g/mol
- Monoisotopic mass
- 208.08479225
Names & identifiers
- Preferred name
- 4-((3-Pyridinylcarbonyl)amino)butanoic acid
- IUPAC
- 4-(pyridine-3-carbonylamino)butanoic acid
- English name
- Picamilon
- Molecular formula
- C10H12N2O3
- Molecular weight
- 208.21
Names & synonyms
Show more names
Database identifiers
- CAS
34562-97-5- PubChem CID
- 60608
- DTXSID
DTXSID40188098- ChEMBL
CHEMBL4303255- UNII
- 0S5N9SEK4N
- EC Number
- 609-002-1
- Nikkaji
- J780.405I
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 79.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 231
Physicochemical properties
- Melting point
- 211 to · 211.0 to 215.0 °C
- Boiling point
- 522.4 · 522.4±30.0 °C(Predicted)
- Density
- 1.245 · 1.245
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMSO (Slightly, Heated), Methanol (Slightly)
- form
- Solid
- pka
- 4.6 · 4.60±0.10(Predicted)
- color
- White to Off-White
- InChI
- InChI=1S/C10H12N2O3/c13-9(14)4-2-6-12-10(15)8-3-1-5-11-7-8/h1,3,5,7H,2,4,6H2,(H,12,15)(H,13,14)
- InChIKey
- NAJVRARAUNYNDX-UHFFFAOYSA-N
- SMILES
- C(O)(=O)CCCNC(C1=CC=CN=C1)=O
- CAS DataBase Reference
- 34562 · 34562-97-5(CAS DataBase Reference)
- FDA UNII
- 0 S5N9SEK4N · 0S5N9SEK4N
- Hazard Codes
- Xi
- HazardClass
- IRRITANT
- HS Code
- 2933599590 · 2933599590
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, 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
Safety data
- hs_code
- 2933599590
- hazard_code
- Xi
- hazard_class
- IRRITANT
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Compounds capable of relieving pain without the loss of CONSCIOUSNESS.
Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.
Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms.
Applications
DescriptionPikamilone is a drug having a central (vegetotropic and vascular) and peripheral (vasodilating) mechanisms of action.
DescriptionPicamilon: an analogue of the neurotransmitter γ-aminobutyric acid (GABA)Picamilon is a derivative of γ-aminobutyric acid (GABA) and nicotinic acid developed in 1970 by the All-Union Vitamin Research Institute to increase central nervous system (CNS) levels of γ-aminobutyric acid (GABA). Drugs that can mimic or increase GABA activity in the brain have the potential to provide anti-anxiety and anti-convulsive effects. GABA itself, when consumed orally, does not cross the blood-brain barrier. Much research has, therefore, been devoted to developing orally active agents that have GABA-like effects. Both gabapentin (a GABA analogue) and picamilon were designed to be orally administered drugs that cross the blood-brain barrier and provide inhibitory CNS effects. Picamilon, prescribed in dosages from 50 mg to 200 mg, can cross the blood-brain barrier in animal models and, once in the CNS, is hydrolyzed into GABA and nicotinic acid. The released GABA could potentially have inhibitory properties, including anti-anxiety and anti-convulsant effects. Nicotinic acid would also be released, potentially leading to dilation of CNS blood vessels. The FDA has never approved picamilon for use in the USA, but picamilon is used in Russia to treat various neurological conditions[1].
Usesanti-cancer agent
UsesNicotinoyl-γ-aminobutyric Acid is a pro-drug of γ-Aminobutyric Acid (A602920). Studies show that Nicotinoyl-γ-aminobutyric Acid is involved in the regulation of the processes in the brain of streptozotocin-induced diabetic rats.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
Compound notes
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