Bimakalim

Base Information

• Chemical Name: Bimakalim
• CAS No.: 117545-11-6
• Molecular Formula: C17H14 N2 O2
• Molecular Weight: 278.31
• UNII: 4MP5GR4H9L
• DSSTox Substance ID: DTXSID40151803
• Nikkaji Number: J272.989J
• Wikipedia: Bimakalim
• Wikidata: Q27260135
• NCI Thesaurus Code: C166767
• ChEMBL ID: CHEMBL12552
• Mol file: 117545-11-6.mol

Synonyms:4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile;bimakalim;EMD 52692;EMD-52692;SR 44866;SR-44866

Chemical Property of Bimakalim

Chemical Property:

• Vapor Pressure: 4.56E-10mmHg at 25°C
• Melting Point: 151 °C
• Boiling Point: 498.4°Cat760mmHg
• PKA: -0.32±0.23(Predicted)
• Flash Point: 255.2°C
• PSA: 55.02000
• Density: 1.29g/cm³
• LogP: 2.78018
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 278.105527694
• Heavy Atom Count: 21
• Complexity: 591

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=C(C2=C(O1)C=CC(=C2)C#N)N3C=CC=CC3=O)C

Technology Process of Bimakalim

There total 6 articles about Bimakalim 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: 85.0%

3,4-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (123595-75-5) → bimakalim (117545-11-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 0.166667h; Heating;

DOI:10.1021/jm00164a005

Reference yield:

6-cyano-2,2-dimethylchromene (33143-29-2) → bimakalim (117545-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 24 h / Ambient temperature

2: 1.) NaH / 1.) 30 min

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/jm00173a019

Reference yield:

6-Cyano-4-(1,2-dihydro-2-oxopyrid-1-yl)-2,2-dimethyl-3-oxochroman (127806-78-4) → bimakalim (117545-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaBH₄ / methanol / 1 h

2: 85 percent / NaOH on a carrier (0.8-1.6 mm, ca. 14-25 mesh ASTM; Cat_. No_. 1567, E_. Merck) / dioxane / 0.17 h / Heating

With sodium hydroxide; sodium tetrahydroborate; In 1,4-dioxane; methanol;

DOI:10.1021/jm00164a005

upstream raw materials:

2-Pyridone

3,4-epoxy-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

3,4-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

6-cyano-2,2-dimethylchromene

Downstream raw materials:

3-<1-(1,2-dihydro-2-oxo-1-pyridyl)-3-methyl-1,2-butadienyl>-4-hydroxybenzonitrile

4-{(E)-2-[(3R,4S)-3-Hydroxy-2,2-dimethyl-4-(2-oxo-2H-pyridin-1-yl)-chroman-6-yl]-vinyl}-benzonitrile

3,4-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile