7470-38-4

Basic information

• Product Name: 4-Morpholinobenzoic acid
• Synonyms: AKOS B022043;4-MORPHOLINOBENZENECARBOXYLIC ACID;4-MORPHOLINOBENZOIC ACID;4-MORPHOLIN-4-YL-BENZOIC ACID;4-(N-MORPHOLINO)-BENZOIC ACID;ART-CHEM-BB B022043;BUTTPARK 98\50-28;CHEMBRDG-BB 4400213
• CAS NO: 7470-38-4
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.23
• Product Categories: Acids and Derivatives;Heterocycles;pharmacetical;Carboxylic Acids;Phenyls & Phenyl-Het;Carboxylic Acids;Phenyls & Phenyl-Het;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Morpholines/Thiomorpholines
• Mol File: 7470-38-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 278 °C
• Boiling Point: 413.2°Cat760mmHg
• Flash Point: 203.7°C
• Appearance: /
• Density: 1.253g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.58
• Storage Temp.: 2-8°C
• PKA: 4.70±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• Sensitive: Moisture & Light Sensitive
• CAS DataBase Reference: 4-Morpholinobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Morpholinobenzoic acid(7470-38-4)
• EPA Substance Registry System: 4-Morpholinobenzoic acid(7470-38-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 7470-38-4(Hazardous Substances Data)

Usage

Uses

4-(4-Morpholinyl)benzoic acid, is used as an intermediate in organic synthesis. The water based additive is used in a variety of applications as a heat-sealing and anti-blocking agent.

InChI:InChI=1/C11H13NO3/c13-11(14)9-1-3-10(4-2-9)12-5-7-15-8-6-12/h1-4H,5-8H2,(H,13,14)

Upstream product

• 110-91-8 morpholine 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 934012-95-0 2-ethyl-4-fluorobenzonitrile 
• 1194-02-1 4-fluorobenzonitrile 
• 1204-86-0 4-(4-morpholinyl)benzaldehyde 
• 19614-15-4 4-(morpholin-4-yl)benzoic acid ethyl ester 
• 586-76-5 4-Bromobenzoic acid 
• 655-32-3 2,2,2-trifluoro-1-(4-fluorophenyl)ethanone 
• 70783-44-7 2,2,2-trifluoro-1-(4-morpholin-4-yl-phenyl)-ethanone 
• 10282-31-2 4-morpholinobenzonitrile 
• 23676-05-3 4-morpholin-4-yl-benzoic acid methyl ester 

Downstream Products

• 662117-33-1 6,7-dichloro-2-[4-(4-morpholinyl)phenyl]-1H-imidazo[4,5-b]pyridine 
• 1260777-79-4 4-morpholin-4-ylbenzoyl chloride hydrochloride 
• 438248-78-3 N-[4-Methyl-3-(2-pyridin-4-yl-6-(trifluoromethyl)pyrimidin-4-ylamino)-phenyl]-4-morpholino-benzamide 
• 197445-59-3 (R)-N-[8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydro-2-naphthyl]-4-morpholinobenzamide 
• 197446-23-4 (R)-N-[5-(4-Methylpiperazin-1-yl)-1,2,3,4-tetrahydro-2-naphthyl]-4-morpholinobenzamide 
• 220051-23-0 (R)-N-[5-Bromo-8-(4-tert-butyloxycarbonylpiperazin-1-yl)-1,2,3,4-tetrahydro-2-naphthyl]-4-morpholinobenzamide 
• 162848-18-2 4-(morpholin-4-yl)benzoyl chloride 
• 1400001-40-2 N-(2-methoxyethyl)-3-[4-(morpholin-4-yl)phenyl][1,2,4]triazolo[4,3-b]pyridazin-6-amine 
• 1415227-62-1 C₂₄H₂₆BrFN₆O₂ 
• 183557-77-9 (4-morpholin-4-yl-phenyl)-amide 
• 404009-36-5 2-hydroxy-4-morpholin-4-yl-benzoic acid 
• 1404227-32-2 4-(morpholino)phenylboronic acid MIDA ester 

Relevant articles and documents

Design, synthesis and biological evaluation of a series of novel 2-benzamide-4-(6-oxy-N-methyl-1-naphthamide)-pyridine derivatives as potent fibroblast growth factor receptor (FGFR) inhibitors

Starting from the phase II clinical FGFR inhibitor lucitanib (2), we conducted a medicinal chemistry approach by opening the central quinoline skeleton coupled with a scaffold hopping process thus leading to a series of novel 2-benzamide-4-(6-oxy-N-methyl-1-naphthamide)-pyridine derivatives. Compound 25a was identified to show selective and equally high potency against FGFR1/2 and VEGFR2 with IC50 values less than 5.0 nM. Significant antiproliferative effects on both FGFR1/2 and VEGFR2 aberrant cancer cells were observed. In the SNU-16 xenograft model, compound 25a showed tumor growth inhibition rates of 25.0% and 81.0% at doses of 10 mg/kg and 50 mg/kg, respectively, with 5% and 10%body weight loss. In view of the synergistic potential of FGFs and VEGFs in tumor angiogenesis observed in preclinical studies, the FGFR/VEGFR2 dual inhibitor 25a may achieve better clinical benefits.

Convenient Synthesis of p-Aminobenzoic Acids and their Methyl Esters

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Study of the microwave-assisted hydrolysis of nitriles and esters and the implementation of this system in rapid microwave-assisted Pd-catalyzed amination

Microwave-assisted hydrolysis of benzonitriles and methyl benzoates has been studied using a toluene/concd aq KOH two phase system in the presence and absence of phase transfer catalyst. Conditions to allow and avoid smooth hydrolysis could be identified. Based on the latter, the first microwave protocol which allows the rapid Pd-catalyzed amination of aliphatic amines with chlorobenzenes containing sensitive functional groups has been developed.