5336-90-3

Basic information

• Product Name: 9-ACRIDINECARBOXYLIC ACID
• Synonyms: LABOTEST-BB LT00441228;9-CARBOXYACRIDINE;9-ACRIDINECARBOXYLIC ACID;VITAS-BB TBB000341;Acridine-9-carboxylic acid hydrate,97%;Acridine-9-carboxylic acid hydrate, 97% 1GR
• CAS NO: 5336-90-3
• Molecular Formula: C₁₄H₉NO₂
• Molecular Weight: 223.23
• Mol File: 5336-90-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 290 °C (dec.)(lit.)
• Boiling Point: 480.4°Cat760mmHg
• Flash Point: 244.3°C
• Appearance: /
• Density: 1.366g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Aqueous Acid (Very Slightly, Sonicated), Aqueous Base (Slightly), DMSO (Slightly
• PKA: 0.72±0.30(Predicted)
• CAS DataBase Reference: 9-ACRIDINECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 9-ACRIDINECARBOXYLIC ACID(5336-90-3)
• EPA Substance Registry System: 9-ACRIDINECARBOXYLIC ACID(5336-90-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38
• Safety Statements: 26-36-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 5336-90-3(Hazardous Substances Data)

Usage

Chemical Properties

bright yellow to yellow-green crystalline powder

Uses

9-Acridinecarboxylic Acid is used in the synthesis of short DNA-binding peptides. Useful the preparation of α-amylase, α-glucosidase inhibition, kinetics, SAR cytotoxicity, antitumor activity and docking of ((benzyltriazolyl)methyl)acridine carboxamides.

Upstream product

• 109392-90-7 phenyl acridine-9-carboxylate 
• 723-89-7 1-phenyl-indole-2,3-dione 
• 298-46-4 carbamazepin 

Downstream Products

• 259222-02-1 N-[N-(tert-butoxycarbonyl)-6-aminohexyl]-9-acridinecarboxamide 
• 259222-01-0 N-[(3-(N-tert-butoxycarbonylamino)propyl)]acridine-9-carboxamide 
• 936027-36-0 4-{4[(acridine-9-carbonyl)-amino]-3,5-dimethyl-phenyl}-4-(4-amino-3,5-dimethyl-phenyl)-piperidine-1-carboxylic acid benzyl ester 
• 936027-40-6 4-{4-[(acridine-9-carbonyl)-amino]-3,5-dimethyl-phenyl}-4-{3,5-dimethyl-4-[(4-nitro-1H-pyrrole-2-carbonyl)-amino]-phenyl}-piperidine-1-carboxylic acid benzyl ester 
• 850804-64-7 2-ethylphenyl acridine-9-carboxylate 
• 128649-37-6 2,5-dimethylphenyl acridine-9-carboxylate 
• 109392-90-7 phenyl acridine-9-carboxylate 
• 1031364-79-0 2'-(CH₂OCHMe₂)-4'-methoxycarbonylphenyl-6'-Me-acridine-9-carboxylate 
• 1031364-95-0 2'-(CH₂CH[OMe]Me)-4'-methoxycarbonylphenyl-6'-Me-acridine-9-carboxylate 
• 1031365-11-3 2'-(CH₂CH₂OMe)-4'-methoxycarbonylphenyl-6'-Me-acridine-9-carboxylate 
• 1031364-14-3 2'-(CH₂OMe)-4'-methoxycarbonylphenyl-6'-Me-acridine 9-carboxylate 
• 1031363-95-7 2'-(CH₂OCH₂CH₂OMe)-4'-methoxycarbonylphenyl-6'-Me-acridine 9-carboxylate 
• 1031364-69-8 2',6'-(CH₂OCH₂CH₂OMe)2-4'-methoxycarbonylphenyl-acridine-9-carboxylate 
• 1156506-80-7 2',6'-dimethyl-4'-methoxycarbonylphenyl acridine-9-carboxylate 

Relevant articles and documents

Online Investigation of Aqueous-Phase Electrochemical Reactions by Desorption Electrospray Ionization Mass Spectrometry

Electrochemistry (EC) combined with mass spectrometry (MS) is a powerful tool for elucidation of electrochemical reaction mechanisms. However, direct online analysis of electrochemical reaction in aqueous phase was rarely explored. This paper presents the online investigation of several electrochemical reactions with biological relevance in the aqueous phase, such as nitrosothiol reduction, carbohydrate oxidation, and carbamazepine oxidation using desorption electrospray ionization mass spectrometry (DESI-MS). It was found that electroreduction of nitrosothiols [e.g.; nitrosylated insulin B (13-23)] leads to free thiols by loss of NO, as confirmed by online MS analysis for the first time. The characteristic mass shift of 29 Da and the reduced intensity provide a quick way to identify nitrosylated species. Equally importantly, upon collision-induced dissociation (CID), the reduced peptide ion produces more fragment ions than its nitrosylated precursor ion (presumably the backbone fragmentation cannot compete with the facile NO loss for the precursor ion), thus facilitating peptide sequencing. In the case of saccharide oxidation, it was found that glucose undergoes electro-oxidation to produce gluconic acid at alkaline pH, but not at neutral and acidic pHs. Such a pH-dependent electrochemical behavior was also observed for disaccharides such as maltose and cellobiose. Upon electrochemical oxidation, carbamazepine was found to undergo ring contraction and amide bond cleavage, which parallels the oxidative metabolism observed for this drug in leucocytes. The mechanistic information of these redox reactions revealed by EC/DESI-MS would be of value in nitroso-proteome research and carbohydrate/drug metabolic studies.