103956-10-1

Basic information

• Product Name: 2,4-dimethoxybenzohydrazide
• Synonyms: 2,4-dimethoxybenzohydrazide;UKRORGSYN-BB BBV-037634;2,4-dimethoxybenzohydrazide(SALTDATA: FREE)
• CAS NO: 103956-10-1
• Molecular Formula: C₉H₁₂N₂O₃
• Molecular Weight: 196.2
• Mol File: 103956-10-1.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Density: 1.189g/cm³
• Refractive Index: 1.544
• CAS DataBase Reference: 2,4-dimethoxybenzohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dimethoxybenzohydrazide(103956-10-1)
• EPA Substance Registry System: 2,4-dimethoxybenzohydrazide(103956-10-1)

Safety Data

• Hazardous Substances Data: 103956-10-1(Hazardous Substances Data)

Usage

General Description

2,4-dimethoxybenzohydrazide is a chemical compound with the molecular formula C9H12N2O3. It is a hydrazide derivative of 2,4-dimethoxybenzoic acid. 2,4-dimethoxybenzohydrazide is widely used in the pharmaceutical and agricultural industries as a building block for the synthesis of various compounds. It is also used as a reagent in organic synthesis and as a precursor for the preparation of heterocyclic compounds. 2,4-dimethoxybenzohydrazide has been studied for its potential biological and pharmacological activities, and its derivatives have been found to exhibit a range of properties, including antimicrobial, antifungal, and anticancer activities.

InChI:InChI=1/C9H12N2O3/c1-13-6-3-4-7(9(12)11-10)8(5-6)14-2/h3-5H,10H2,1-2H3,(H,11,12)

Upstream product

• 91-52-1 2,4 dimethoxybenzoic acid 
• 2150-41-6 methyl 2, 4-dimethoxybenzoate 
• 5446-02-6 4-methoxymethylsalicylate 

Downstream Products

• 112687-70-4 3-(2,4-dimethoxy-phenyl)-5,6-diphenyl-[1,2,4]triazine 
• 19949-28-1 2-amino-5-(2,4-dimethoxyphenyl)-1,3,4-oxadiazole 
• 84370-87-6 2,4-dimethoxyphenyl isocyanate 
• 90349-41-0 2,4-dimethoxybenzoyl azide 
• 19938-55-7 5-(2,4-dimethoxy-phenyl)-3-methyl-3H-[1,3,4]oxadiazol-2-ylideneamine 
• 19938-41-1 N-[5-(2,4-dimethoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-acetamide 
• 19938-42-2 N-[5-(2,4-dimethoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-benzamide 
• 92551-51-4 1-(p-Chlor-phenyl)-3-(2,4-dimethoxy-phenyl)-harnstoff 
• 1018856-44-4 C₁₀H₁₁N₂O₃S₂^(1-)*K⁽¹⁺⁾ 
• 1571911-57-3 N′-(7-amino-5H-pyrrolo[3,4-b]pyrazin-5-ylidene)-3,4-dimethoxybenzohydrazide 

Relevant articles and documents

Synthesis of new oxadiazole derivatives as α-glucosidase inhibitors

Oxadiazole derivatives (6-28) having hydrazone linkage, were synthesized through condensation reaction between benzohydrazide 5 with various benzaldehydes. The oxadiazoles derivatives (6-28) were evaluated for their α-glucosidase inhibitory activity. The IC50 values for inhibition activity vary in the range between 2.64 ± 0.05 and 460.14 ± 3.25 μM. The IC50 values were being compared to the standard acarbose (IC50 = 856.45 ± 5.60 μM) and it was found that compounds 6-9, 12, 13, 16, 18, 20, 22-28 were found to be more active than acarbose, while other compounds showed no activity. Structure-activity relationship (SAR) studies suggest that oxadiazole benzohydrazones (6-28) inhibitory potential is dependent on substitution of the N-benzylidene part. Compound 18 (IC50 = 2.64 ± 0.05 μM), which has trihydroxy substitution at C-2′, C-4′, and C-5′ on N-benzylidene moiety, recorded the highest inhibition activity that is three-hundred times more active than the standard drug, acarbose (IC50 = 856.45 ± 5.60 μM). Compound 23 (IC50 = 34.64 ± 0.35 μM) was found to be the most active among compounds having single hydroxyl substitution. Shifting hydroxyl from C-2′ to C-4′ (6) and C-3′ (7) reduces inhibitory activity significantly. Compounds with chlorine substituent (compounds 16, 28, and 27) showed potent activities but lower as compared to hydroxyl analogs. Substituent like nitro or methyl groups at any position suppresses enzyme inhibition activity. This reveals the important presence of hydroxyl and halo groups to have enzyme inhibitory potential.

Identification of a potent new chemotype for the selective inhibition of PDE4

A series of substituted 3,6-diphenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines were prepared and analyzed as inhibitors of phosphodiesterase 4 (PDE4). Synthesis, structure-activity relationships, and the selectivity of a highly potent analogue against related phosphodiesterase isoforms are presented.

Triazole derivatives

The present invention relates to triazole and imidazole derivatives of formula I and to their pharmaceutically acceptable acid addition salts. These compounds are NMDA receptor subtype blockers and are useful for the treatment of diseases related to the NMDA receptor.