6268-49-1

Basic information

• Product Name: 4-DIMETHYLAMINOAZOBENZENE-4'-CARBOXYLIC ACID
• Synonyms: P-METHYL RED;PARA METHYL RED;4-DIMETHYLAMINOAZOBENZENE-4'-CARBOXYLIC ACID;4-((4-(DIMETHYLAMINO)PHENYL)AZO)BENZOIC ACID;DABCYL;DABCYL ACID;4-(4-DIMETHYLAMINOPHENYL)DIAZENYLBENZOIC ACID;4'-(Dimethylamino)-4-azobenzenecarboxylic acid
• CAS NO: 6268-49-1
• Molecular Formula: C₁₅H₁₅N₃O₂
• Molecular Weight: 269.3
• Mol File: 6268-49-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 482.6ºC at 760 mmHg
• Flash Point: 245.6ºC
• Appearance: /
• Density: 1.17g/cm3
• Vapor Pressure: 4.01E-10mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: almost transparency in hot NaOH
• PKA: 3.79±0.10(Predicted)
• CAS DataBase Reference: 4-DIMETHYLAMINOAZOBENZENE-4'-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-DIMETHYLAMINOAZOBENZENE-4'-CARBOXYLIC ACID(6268-49-1)
• EPA Substance Registry System: 4-DIMETHYLAMINOAZOBENZENE-4'-CARBOXYLIC ACID(6268-49-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3234
• Hazardous Substances Data: 6268-49-1(Hazardous Substances Data)

Usage

Chemical Properties

Yellow to deep red powder

InChI:InChI=1/C15H15N3O2/c1-18(2)14-9-7-13(8-10-14)17-16-12-5-3-11(4-6-12)15(19)20/h3-10H,1-2H3,(H,19,20)

Upstream product

• 150-13-0 4-amino-benzoic acid 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 17405-00-4 4-carboxybenzenediazonium chloride 
• 619-45-4 4-methoxycarbonyl aniline 
• 121-69-7 N,N-dimethyl-aniline 
• 114143-64-5 cis-p-methyl red 

Downstream Products

• 1155356-49-2 2,5-dioxo-1-pyrrolidinyl 4-[(1E)-2-[4-(dimethylamino)phenyl]diazenyl]-benzoate 
• 131941-75-8 DABCYL-Gaba-Ser-Gln-Asn-Tyr-Pro-Ile-Val-Gln-OH 
• 1345418-20-3 4-[(4-{(E)-[4-(dimethylamino)phenyl]diazenyl}benzoyl)amino]-1-methyl-N-[1-methyl-5-({[2-(4-morpholinyl)ethyl]amino}carbonyl)-1H-pyrrol-3-yl]-1H-pyrrole-2-carboxamide 
• 4238-39-5 N-[4-[(1E)-2-[4-(dimethylamino)phenyl]diazenyl]benzoyl]-glycine 

Relevant articles and documents

Experimental and theoretical studies of azo derivatives in terms of different donors, acceptors and position isomerism: Synthesis, characterization and a combined electronic absorption, electrochemical and DFT study

Eight azo derivatives with two donor groups- diphenylamine and N,N-dimethylphenyl, and four acceptor groups - 3-nitrophenyl, 4-nitrophenyl, 4-phenylcarboxylic acid, and 3-phenylcarboxylic acid, were synthesized and characterized using 1H-NMR an

Perceptive variation of carboxylate ligand and probing the influence of substitution pattern on the structure of mono- and di-butylstannoxane complexes

By reacting 2- and 3-aminobenzoic acids (HL1and HL2, respectively), as well as 2-, 3- and 4-{(E)-2-[4-(dimethylamino)phenyl]diazenyl}benzoic acids (HL3, HL4and HL5, in this order) with a n-butyltin(IV) source [nBuSn(O)OH ornBu2SnO], the drum-type butylstannoxane complexes of general composition [nBu6Sn6O6(Ln)6] [Ln?=?L1(1), L2(2) and L3(3)] and the ladder-type compounds [nBu8Sn4O2(Ln)4] [Ln?=?L3(5), L4(6) and L5(7)] were obtained and fully characterized. By reacting 1 with 2-{(E)-[4-(dimethylamino)benzylidene]amino}benzoic acid (HL6), a co-crystal (4) was achieved which comprises the metal complex aggregate found in 1 and the neutral HL6molecule. The solution properties of the compounds were assessed from1H and13C NMR studies and, for the metal complexes, also from119Sn NMR. The molecular structures of 1, 2, 4–7 were confirmed by single-crystal X-ray diffraction. Compounds 1–3 and the complex moiety of 4 display hexameric Sn6O6clusters with drum-like structures, but 5–7 reveal Sn4O2cores with ladder-type structural motifs. Besides the observed relationship between the ligand N-functional group and obtained (drum- or ladder-type) assemblies, the relative position of the carboxylate group in the ligand itself influences its coplanarity.

Amide isosteres in structure-activity studies of antibacterial minor groove binders

Antibacterial minor groove binders related to the natural product, distamycin, are development candidates for novel antibiotics. Alkenes have been found to be effective substitutes for the isosteric amide links in some positions and alkyl groups larger th