4-((3-Pyridinylcarbonyl)amino)butanoic acid

HCID 60608

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

34562-97-5Nicotinoyl-GABAGABA-NGButanoic acid, 4-[(3-pyridinylcarbonyl)amino]-0S5N9SEK4NButanoic acid, 4-((3-pyridinylcarbonyl)amino)-DTXSID401880984-((3-Pyridinylcarbonyl)amino)butanoic acid4-[(3-pyridinylcarbonyl)amino]butanoic acidRefChem:863098DTXCID701105894-(Nicotinamido)butanoic acid
Show more names
PikamilinePikamiloneHClPicamilon >PICAMILON BASEN-Nicotinoyl-GABAPICAMILON PIKAMILON
PikamilonePicamilonPikamilonN-(3-Carboxypropyl)nicotinamide4-(pyridine-3-carbonylamino)butanoic acidMFCD00186518Pikamilone (sodium)4-[(pyridin-3-yl)formamido]butanoic acid

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

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

Safety & regulation

GHS classification

GHS Classification · 5 items

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

Hazard Classes and CategoriesAcute Tox. 4 (100%);Skin Irrit. 2 (100%);Eye Irrit. 2A (100%);STOT SE 3 (100%)

Safety data

hs_code
2933599590
hazard_code
Xi
hazard_class
IRRITANT

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 3 items

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 · 4 items

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.

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

Related reactions

1 records

Compound notes

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