75057-89-5

Basic information

• Product Name: 4-(dimethylamino)-N-hydroxybenzamide
• CAS NO: 75057-89-5
• Molecular Formula: C₉H₁₂N₂O₂
• Molecular Weight: 180.2038
• Mol File: 75057-89-5.mol
• Article Data: 6

Chemical Properties

• Density: 1.211g/cm³
• Refractive Index: 1.602
• CAS DataBase Reference: 4-(dimethylamino)-N-hydroxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(dimethylamino)-N-hydroxybenzamide(75057-89-5)
• EPA Substance Registry System: 4-(dimethylamino)-N-hydroxybenzamide(75057-89-5)

Safety Data

• Hazardous Substances Data: 75057-89-5(Hazardous Substances Data)

Upstream product

• 4755-50-4 4-(dimethylamino)benzoyl chloride 
• 10287-53-3 ethyl p-dimethyaminolbenzoate 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 108168-59-8 4-(dimethylamino)benzoyl fluoride 
• 1202-25-1 methyl 4-(N,N-dimethylamino)benzoate 

Downstream Products

• 16315-59-6 N,N-dimethylaminophenyl isocyanate 
• 117867-68-2 4-methoxycarbamoyl-tri-N-methyl-anilinium; iodide 

Relevant articles and documents

Rhodium(iii)-catalyzed cascade reactions of benzoic acids with dioxazolones: Discovery of 2,5-substituted benzoxazinones as AIE molecules

A rhodium-catalyzed cascade reaction of benzoic acids with 1,4,2-dioxazol-5-ones was studied. The carboxyl group enabled a double C-H amidation followed by further intramolecular cyclization to afford 2,5-substituted benzoxazinones, which exhibited aggregation-induced emission (AIE) properties with a promising excited-state intramolecular proton-transfer (ESIPT) phenomenon.

Carbonyldiimidazole-mediated lossen rearrangement

[Chemical Equation Presented] Carbonyldiimidazole (CDI) was found to mediate the Lossen rearrangement of various hydroxamic acids to isocyanates. This process is experimentally simple and mild, with imidazole and CO 2 being the sole stoichiometric byproduct. Significant for large-scale application, the method avoids the use of hazardous reagents and thus represents a green alternative to standard processing conditions for the Curtius and Hofmann rearrangements.

Hydroxamic acid and its derivatives as inhibitors of melanocyte tyrosinase for topical skin lighteners

Methods, compounds, and formulations are provided to reduce pigmentation in mammalian skin, comprising hydroxamic acid and its derivatives, and especially benzohydroxamic acid and its derivatives. The compounds preferably inhibit pigment synthesis in melanocytes through inhibition of melanocyte tyrosinase. The methods can be used for lightening skin, and for treating uneven skin complexions, which result from hyperpigmentation-related medical conditions such as melasma, age spots, freckles, ochronosis, and lentigo. The compounds can be used medically or cosmetically, and preferably as topical formulations.