9-CARBAZOLEPROPIONIC ACID

Base Information

• Chemical Name: 9-CARBAZOLEPROPIONIC ACID
• CAS No.: 6622-54-4
• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.274
• Hs Code.: 2933990090
• Mol file: 6622-54-4.mol

Synonyms:Carbazole-9-propionicacid (6CI,7CI,8CI); 3-(9-Carbazolyl)propanoic acid; N-(b-Carboxyethyl)carbazole; NSC 400;NSC 54636

Chemical Property of 9-CARBAZOLEPROPIONIC ACID

Chemical Property:

• Vapor Pressure: 3.15E-07mmHg at 25°C
• Melting Point: 172-176 °C
• Boiling Point: 403.3°C at 760 mmHg
• Flash Point: 197.7°C
• PSA: 42.23000
• Density: 1.23g/cm³
• LogP: 3.26920

Purity/Quality:

98%min ^*data from raw suppliers

3-Carbazol-9-yl-propionic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3-(9H-Carbazol-9-yl)propanoic Acid can be used as potential inhibitors for Human Farnesyltransferase.

Technology Process of 9-CARBAZOLEPROPIONIC ACID

There total 7 articles about 9-CARBAZOLEPROPIONIC ACID 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: 78.0%

Methyl 3-bromopropionate (3395-91-3) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → N-(β-carboxyethyl)carbazole (6622-54-4)

Guidance literature:

9H-carbazole; With sodium hydroxide; In dimethyl sulfoxide; at 85 ℃; for 0.5h;

Methyl 3-bromopropionate; In dimethyl sulfoxide; at 85 ℃; for 0.166667h;

With hydrogenchloride; water; at 0 ℃;

DOI:10.1021/acs.macromol.9b02644

Reference yield: 60.4%

Ethyl 3-bromopropionate (539-74-2) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → N-(β-carboxyethyl)carbazole (6622-54-4)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; for 0.0833333h; Microwave irradiation (375 W);

DOI:10.1080/00304940009355927

Reference yield: 39.0%

N-(2-cyanoethyl)carbazole (5337-01-9) → N-(β-carboxyethyl)carbazole (6622-54-4)

Guidance literature:

With potassium hydroxide; In methanol; for 12h; Heating;

DOI:10.1021/j100327a048

upstream raw materials:

N-(2-cyanoethyl)carbazole

Ethyl 3-bromopropionate

9H-carbazole

3-Bromopropionic acid

Downstream raw materials:

5,6-dihydro-pyrido[3,2,1-jk]carbazol-4-one

5-benzyl-pyrido[3,2,1-jk]carbazol-4-one

Refernces

• 1、 Rajeshirke, Manali,Tathe, Abhinav B.,Sekar, Nagaiyan. "Viscosity sensitive fluorescent coumarin-carbazole chalcones and their BF2 complexes containing carboxylic acid – Synthesis and solvatochromism". . p. 358 - 366. Retrieved 2018.
• 2、 Dumitriu, Gina-Mirabela,B?cu, Elena,Belei, Dalila,Rigo, Beno?t,Dubois, Jo?lle,Farce, Amaury,Ghinet, Alina. "Phenothiazine-based CaaX competitive inhibitors of human farnesyltransferase bearing a cysteine, methionine, serine or valine moiety as a new family of antitumoral compounds". . p. 4447 - 4452. Retrieved 2015/10/12.