Picamilon

Base Information

• Chemical Name: Picamilon
• CAS No.: 34562-97-5
• Molecular Formula: C10H12N2O3
• Molecular Weight: 208.217
• Hs Code.: 2933399090
• European Community (EC) Number: 609-002-1
• UNII: 0S5N9SEK4N
• DSSTox Substance ID: DTXSID40188098
• Nikkaji Number: J780.405I
• Wikipedia: Picamilon
• Wikidata: Q4362563
• ChEMBL ID: CHEMBL4303255
• Mol file: 34562-97-5.mol

Synonyms:GABA-NG;nicotinoyl-GABA;Picamilon;Pikamilon

Chemical Property of Picamilon

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 9.65E-12mmHg at 25°C
• Melting Point: 210-212oC
• Boiling Point: 522.4 °C at 760 mmHg
• PKA: 4.60±0.10(Predicted)
• Flash Point: 269.8 °C
• PSA: 79.29000
• Density: 1.245 g/cm³
• LogP: 1.06710
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 208.08479225
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

Nicotinoyl-γ-aminobutyricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C(=O)NCCCC(=O)O
• Description: Pikamilone is a drug having a central (vegetotropic and vascular) and peripheral (vasodilating) mechanisms of action.
• Clinical Use: Pikamilone treatment of benign prostatic hyperplasiaPikamilone is an original drug of Russian produce having a central (vegetotropic and vascular) and peripheral (vasodilating) mechanisms of action. The drug was tried as monotherapy in elderly patients with benign prostatic hyperplasia who had symptoms of the lower urinary tracts to estimate its effect on local and general mechanisms of nervous and vascular regulation of detruzor function in infravesical obstruction. https://pubmed.ncbi.nlm.nih.gov/11150159/
• Uses: Nicotinoyl-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.

Technology Process of Picamilon

There total 10 articles about Picamilon which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

nicotinoyl chloride (121667-28-5) → N-nicotinoyl-gamma-aminobutyric acid (34562-97-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 2h; Inert atmosphere;

Reference yield: 80.0%

4-[(pyridine-3-carbonyl)amino]butyric acid methyl ester → N-nicotinoyl-gamma-aminobutyric acid (34562-97-5)

Guidance literature:

4-[(pyridine-3-carbonyl)amino]butyric acid methyl ester; With water; lithium hydroxide; In tetrahydrofuran; at 25 - 45 ℃;

With hydrogenchloride; In water; pH=2 - 3;

Reference yield: 78.0%

p-Nitrophenyl nicotinate (24690-42-4) + 4-amino-n-butyric acid (56-12-2) → N-nicotinoyl-gamma-aminobutyric acid (34562-97-5)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; for 6h;

upstream raw materials:

Nicotinic acid hydrazide

4-amino-n-butyric acid

p-Nitrophenyl nicotinate

pyridine-3-carbonyl chloride hydrochloride

Downstream raw materials:

p-nitrophenyl 4-nicotinamidobutyrate

nicotinic acid

4-amino-n-butyric acid

4-[(pyridine-3-carbonyl)amino]butyric acid 4-allyl-2-methoxyphenyl ester