2-Phenyl-4-quinolinecarboxylic acid

• CAS: 132-60-5
• Catalog Number: ACM132605
• Category: Quinolines
• Molecular Weight: 249.26g/mol
• Molecular Formula: C16H11NO2
• IUPAC Name: 2-phenylquinoline-4-carboxylic acid
• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3C(=C2)C(=O)O
• InChI: InChI=1S/C16H11NO2/c18-16(19)13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H,(H,18,19)
• InChI Key: YTRMTPPVNRALON-UHFFFAOYSA-N
• Melting Point: 214.5 °C;218 °C
• Solubility: 6.42e-04 M;SOLUBLE IN HOT ALCOHOL, ALKALI; SLIGHTLY SOL IN HOT ACETONE, HOT BENZENE; INSOLUBLE IN PETROLEUM ETHER, WATER;1 G DISSOLVES IN ABOUT: 400 ML CHLOROFORM, 100 ML ETHER, 120 ML ALCOHOL
• Appearance: Off White to Faint Yellow Powder
• Color/Form: NEEDLES FROM METHANOL OR DILUTED ALCOHOL;WHITE OR YELLOWISH CRYSTALS OR POWDER;SMALL, WHITE, NEEDLE-LIKE CRYSTALS
• Complexity: 325
• Covalently-Bonded Unit Count: 1
• EC Number: 205-067-1
• Exact Mass: 249.078979g/mol
• Formal Charge: 0
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Heavy Atom Count: 19
• Monoisotopic Mass: 249.078979g/mol
• NSC Number: 758887;70178;2617
• Odor: ODORLESS
• Other Experimental: OPTIC SIGN: +; ELONGATION: +; AXIAL ANGLE: 2V= 45 DEG /ORTHORHOMBIC SYSTEM/;OPTIC SIGN: -; AXIAL ANGLE: LARGE /TRICLINIC SYSTEM/;YELLOW CRYSTALLINE POWDER; SLIGHTLY BITTER, ASTRINGENT TASTE; MP: 223 °C; PRACTICALLY INSOL IN WATER; SLIGHTLY SOL IN ALCOHOL; SOL IN CHLOROFORM, ETHER /HYDROCHLORIDE/;RAPIDLY LOSES WATER OF CRYSTALLIZATION ON EXPOSURE TO AIR; SOL IN WATER, ALC; PRACTICALLY INSOL IN ETHER /LITHIUM SALT OCTAHYDRATE/
• Refractive Index: INDEX OF REFRACTION IN ORTHORHOMBIC SYSTEM: 1.545 (ALPHA), 1.575 (BETA), EXCEEDS 1.734 (GAMMA); INDEX OF REFRACTION IN TRICLINIC SYSTEM: 1.545 (ALPHA), 1.590 (BETA), 1.630 (GAMMA); INDEX OF REFRACTION IN TRICLINIC SYSTEM: 1.545 (ALPHA), 1.590 (BETA), 1.630 (GAMMA)
• Rotatable Bond Count: 2
• Stability: STABLE TO AIR, BUT TURNS YELLOW UNDER THE INFLUENCE OF LIGHT
• UNII: 39Y533Z02M
• XLogP3: 3.4

Synthetic Use

Downstream Synthesis Route 1

• 64-17-5
• 132-60-5

• 4420-46-6

Reference: [1]El Ashry, El Sayed H.; Ramadan, El Sayed; Hamid, Hamida Abdel; Hagar, Mohamed
[Synthetic Communications, 2005, vol. 35, # 17, p. 2243 - 2250]

Downstream Synthesis Route 2

• 132-60-5
• 62-53-3

• 110662-85-6

Reference: [1]Zhu, Li; Luo, Kaixiu; Li, Ke; Jin, Yi; Lin, Jun
[Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 21, p. 5939 - 5951]
[2]Shetty, P. Raghurama; Shivaraja; Krishnaswamy; Pruthviraj; Mohan, Vivek Chandra; Sreenivasa
[Asian Journal of Chemistry, 2020, vol. 32, # 5, p. 1151 - 1157]
[3]Blodinger; Anderson
[Journal of the American Chemical Society, 1952, vol. 74, p. 5514]
[4]Current Patent Assignee: PFIZER INC - DE945240, 1952, C

* For details of the synthesis route, please refer to the original source to ensure accuracy.