36692-49-6

Basic information

• Product Name: Methyl 3,4-diaminobenzoate
• Synonyms: 3,4-DIAMINOBENZOIC ACID METHYL ESTER;BUTTPARK 96\50-24;METHYL 3,4-DIAMINOBENZENECARBOXYLATE;METHYL 3,4-DIAMINOBENZOATE;Methyldibromobenzoate;3,4-DIAMINOBENZOIC ACID METHYL ESTER 97%;3 5-DIAMINO-2-METHYL BENZOIC ACID 97%;BENZOICACID,3,4-DIAMINO-,METHYLESTER
• CAS NO: 36692-49-6
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• EINECS: -0
• Product Categories: Aromatic Esters;Esters;Phenyls & Phenyl-Het
• Mol File: 36692-49-6.mol
• Article Data: 33

Chemical Properties

• Melting Point: 107-109°C
• Boiling Point: 376.9 °C at 760 mmHg
• Flash Point: 224.6 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 0.00197mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 3.02±0.10(Predicted)
• BRN: 2091675
• CAS DataBase Reference: Methyl 3,4-diaminobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3,4-diaminobenzoate(36692-49-6)
• EPA Substance Registry System: Methyl 3,4-diaminobenzoate(36692-49-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22-22
• Safety Statements: 26-36/37/39-36/37
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 36692-49-6(Hazardous Substances Data)

Usage

Chemical Properties

White to light brown to light yellow powder or crystals

InChI:InChI=1/C8H6Br2O2/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4H,1H3

Upstream product

• 3987-92-6 methyl 4-amino-3-nitrobenzoate 
• 6313-39-9 4-acetamido-3-nitro-benzoic acid methyl ester 
• 17012-22-5 methyl 4-acetamidobenzoate 
• 619-45-4 4-methoxycarbonyl aniline 
• 99512-09-1 3-amino-4-nitrobenzoic acid methyl ester 
• 619-05-6 3,4-diaminobenzoic acid 
• 1539-06-6 3-nitro-4-acetamidobenzoic acid 
• 528-45-0 3,4-dinitrobenzoic acid 
• 1588-83-6 4-amino-3-nitrobenzoic acid 
• 22907-68-2 3,4-dinitrobenzoic acid methyl ester 
• 67-56-1 methanol 

Downstream Products

• 86255-36-9 N-(2-amino-5-methoxycarbonylphenyl)benzamide oxime 
• 174533-54-1 4-Amino-3-[2-(4-chloro-phenyl)-acetylamino]-benzoic acid methyl ester 
• 174533-55-2 4-Amino-3-[2-(2-chloro-phenyl)-acetylamino]-benzoic acid methyl ester 
• 257292-07-2 methyl 4-amino-3-(1-ethylpropylamino)benzoate 
• 851745-19-2 3-(2-amino-5-methoxycarbonylphenylamino)-5,5-dimethylcyclohex-2-en-1-one 
• 106429-38-3 2-aminobenzimidazole-5-carboxylic acid methyl ester 
• 69570-97-4 2-phenyl-1H-benzimidazole-5-carboxylic acid methyl ester 
• 89426-88-0 2-trifluoromethyl-3H-benzoimidazole-5-carboxylic acid methyl ester 
• 354793-04-7 2,3-dioxo-1,2,3,4-tetrahydro-quinoxaline-6-carboxylic acid methyl ester 
• 675138-83-7 methyl 4-amino-3-(propylamino)benzoate 
• 870090-60-1 methyl 3,4-dimethanesulfonylaminobenzoate 
• 372956-92-8 2-[5-(Adamantan-1-yloxymethyl)-1-benzyl-2-cyclohexyl-1H-imidazole-4-yl]-1H-benzoimidazole-5-carboxylic acid methyl ester 
• 915791-65-0 2-(2-chloro-5-nitrophenyl)-1H-benzoimidazole-5-carboxylic acid methyl ester 
• 1219119-05-7 3,4-bis-tert-butoxycarbonylamino-benzoic acid methyl ester 

Relevant articles and documents

Substitution Effect on 2-(Oxazolinyl)-phenols and 1,2,5-Chalcogenadiazole -Annulated Derivatives: Emission-Color-Tunable, Minimalistic Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores

Minimalistic 2-(oxazolinyl)-phenols substituted with different electron-donating and -withdrawing groups as well as 1,2,5-chalcogenadiazole-annulated derivatives thereof were synthesized and investigated in regard to their emission behavior in solution as well as in the solid state. Depending on the nature of the incorporated substituent and its position, emission efficiencies were increased or diminished, resulting in AIE or ACQ characteristics. Single-crystal analysis revealed J- and H-type packing motifs and a so-far undescribed isolation of ESIPT-based fluorophores in the keto form.

1-Aryl-3-(4-methoxybenzyl)ureas as potentially irreversible glycogen synthase kinase 3 inhibitors: Synthesis and biological evaluation

Glycogen synthase kinase 3 (GSK-3)has become known for its multifactorial involvement in the pathogenesis of Alzheimer's disease. In this study, a benzothiazole- and benzimidazole set of 1-aryl-3-(4-methoxybenzyl)ureas were synthesised as proposed Cys199-targeted covalent inhibitors of GSK-3β, through the incorporation of an electrophilic warhead onto their ring scaffolds. The nitrile-substituted benzimidazolylurea 2b (IC50 = 0.086 ± 0.023 μM)and halomethylketone-substituted benzimidazolylurea 9b (IC50 = 0.13 ± 0.060 μM)displayed high GSK-3β inhibitory activity, in comparison to reference inhibitor AR-A014418 (1, IC50 = 0.072 ± 0.043)in our assay. The results suggest further investigation of 2b and 9b as potential covalent inhibitors of GSK-3β, since a targeted interaction might provide improved kinase-selectivity.

The discovery of new scaffold of plant activators: From salicylic acid to benzotriazole

Started from salicylic acid (SA) and related commercialized plant activators, based on molecular three-dimensional shape and pharmacophore similarity comparison (SHAFTS), a new lead compound benzotriazole was predicted and a series of benzotriazole derivatives were designed and synthesized. The bioassay showed that benzotriazole had high activity against a broad spectrum of diseases including fungi and oomycetes in vivo, but no activity in vitro. And the introduction of proper groups at the 1’-position and 5’-position was beneficial to the activity. So, they had the potential to be exploited as novel plant activators.