50419-58-4

Basic information

• Product Name: 2-Amino-3,4-dimethylbenzoic acid
• Synonyms: 3,4-dimethylanthranilic acid;2-AMINO-3,4-DIMETHYLBENZOIC ACID;2-amino-3,4-dimethylbenzoic aicd;2-AMINO-3,4-DIMETHYLBENZOIC ACID, 98+%;2-azanyl-3,4-dimethyl-benzoic acid;4-amino-2-methylquinazoline-6-carbonitrile
• CAS NO: 50419-58-4
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• EINECS: 1312995-182-4
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Phenylacetic acid;Amines;heterocyclic/Aliphatic series
• Mol File: 50419-58-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 180°C (dec.)
• Boiling Point: 341.7 °C at 760 mmHg
• Flash Point: 160.4 °C
• Appearance: /
• Density: 1.207 g/cm³
• Vapor Pressure: 3.35E-05mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.18±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2-Amino-3,4-dimethylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-3,4-dimethylbenzoic acid(50419-58-4)
• EPA Substance Registry System: 2-Amino-3,4-dimethylbenzoic acid(50419-58-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39-37
• Hazardous Substances Data: 50419-58-4(Hazardous Substances Data)

Usage

Chemical Properties

White to yellow solid

Uses

2-Amino-3,4-dimethylbenzoic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dye stuff.

InChI:InChI=1/C9H11NO2/c1-5-3-4-7(9(11)12)8(10)6(5)2/h3-4H,10H2,1-2H3,(H,11,12)

Upstream product

• 20205-43-0 6,7-dimethylisatin 
• 4315-13-3 3,4-Dimethyl-2-nitrobenzoesaeure 
• 619-04-5 3,4-dimethylbenzoic acid 
• 6579-44-8 2,3-dimethyl-α-isonitrosoacetanilide 
• 87-59-2 2,3-Dimethylaniline 
• 49666-83-3 1-(3,4-dimethyl-2-nitro-phenyl)-ethanone 
• 3637-01-2 3,4-dimethylacetophenone 

Downstream Products

• 1058138-98-9 C₅₆H₃₆ 
• 1420468-13-8 2-(benzoylamino)-1,2,3,6-tetrahydro-6-oxocyclopenta[c]fluorene-2-carboxylic acid 
• 1420468-17-2 (2R)-2-(benzoylamino)-N-(N-cyclohexylphenylalanyl)-1,2,3,6-tetrahydro-6-oxocyclopenta[c]fluorene-2-carboxamide 
• 1420468-09-2 N-(6-benzoyl-2,3-dimethylphenyl)-2,2,2-trifluoroacetamide 
• 1420468-10-5 7,8-dimethyl-2-phenyl-2-(trifluoromethyl)-1,2-dihydro-4H-3,1-benzooxazin-4-one 
• 854020-54-5 (2-amino-3,4-dimethylphenyl)(phenyl)methanone 
• 31928-20-8 methyl 2-amino-3,4-dimethylbenzoate 
• 117570-93-1 2-<2-(carboxymethyl)phenoxy>-3,4-dimethylbenzoic acid 
• 117570-53-3 vadimezan 

Relevant articles and documents

2-Amino-1,2,3,6-tetrahydro-6-oxocyclopenta[c]fluorene-2-carboxylic acid (FlAib), a completely rigidified, fluoren-9-one-based α-amino acid

The synthesis, optical resolution, determination of absolute configuration and conformational preference, and spectroscopic characteristics of terminally protected (blocked) derivatives and short peptides of 2-amino-1,2,3,6- tetrahydro-6-oxocyclopenta[c]f

An improved synthesis of 5,6-dimethylxanthenone-4-acetic acid (DMXAA)

5,6-Dimethylxanthenone-4-acetic acid (DMXAA) is a novel anticancer agent with a number of unique activities, and is in clinical trial. The current synthesis of DMXAA involves six steps, beginning with a heterogeneous reaction to form an isonitrosoacetanilide, and gives an overall yield of 11% from 2,3-dimethylaniline. We report an alternative synthesis of the key intermediate 3,4-dimethylanthranilic acid via nitration of 3,4-dimethylbenzoic acid and separation of the key desired isomer by ready crystallisation. This, together with improvements in the rest of the synthesis, provide a shorter and higher-yielding route to DMXAA (22% overall from 3,4-dimethylbenzoic acid).

Potential Antitumor Agents. 61. Structure-Activity Relationships for in Vivo Colon 38 Activity among Disubstituted 9-Oxo-9H-xanthene-4-acetic Acids

Analogues of 9-oxo-9H-xanthene-4-acetic acid (XAA) bearing small, lipophilic 5-substituents are among the most dose-potent compounds yet reported with the capability of causing hemorrhagic necrosis of implanted colon 38 tumors in mice.To further extend structure-activity relationships among this class of compound, a series of XAA derivatives bearing two small lipophilic groups at various positions have been prepared and evaluated.The 5,6-disubstituted compounds in particular show consistently high levels of both dose potency and activity, suggesting this is the optimal configuration among substituted 9-oxo-9H-xanthene-4-acetic acids.The 5,6-dimethyl and 5-methyl-6-methoxy are the most effective analogues, showing in vivo colon 38 activity comparable to that of FAA at 10-15-fold lower doses and superior activity to FAA at the respective optimal doses, and the former has been selected for detailed evaluation.