201296-89-1

Basic information

• Product Name: (2,3-dimethoxycarbonyloxy)benzoyl chloride
• Synonyms: (2,3-dimethoxycarbonyloxy)benzoyl chloride
• CAS NO: 201296-89-1
• Molecular Weight: 288.641
• Mol File: 201296-89-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2,3-dimethoxycarbonyloxy)benzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (2,3-dimethoxycarbonyloxy)benzoyl chloride(201296-89-1)
• EPA Substance Registry System: (2,3-dimethoxycarbonyloxy)benzoyl chloride(201296-89-1)

Safety Data

• Hazardous Substances Data: 201296-89-1(Hazardous Substances Data)

Upstream product

• 222320-89-0 2,3-bis-methoxycarbonyloxy-benzoic acid benzhydryl ester 
• 222320-88-9 diphenylmethyl 2,3-dihydroxybenzoate 
• 303-38-8 2,3-Dihydroxybenzoic acid 
• 222320-82-3 (2,3-dimethoxycarbonyloxy)benzoic acid 

Downstream Products

• 212776-97-1 4-(8-methoxycarbonyloxy-2,4-dioxo-1,3-benzoxazin-3-yl-methyl)-benzoic acid 
• 302945-33-1 2-chloro-3-(8-methoxycarbonyloxy-2,4-dioxo-4H-benzo[e][1,3]oxazin-3-yl)-benzoic acid 
• 212777-42-9 2-[2,6-bis-(8-methoxycarbonyloxy-2,4-dioxo-4H-benzo[e][1,3]oxazin-3-yl)-hexanoylamino]-6-(8-methoxycarbonyloxy-2,4-dioxo-4H-benzo[e][1,3]oxazin-3-yl)-hexanoic acid benzyl ester 
• 439216-84-9 ((2,3-bis-methoxycarbonyloxy-benzoyl)-{3-[(2,3-bis-methoxycarbonyloxy-benzoyl)-methyl-amino]-propyl}-amino)-acetic acid 
• 439216-63-4 {(2,3-bis-methoxycarbonyloxy-benzoyl)-[4-(8-methoxycarbonyloxy-2,4-dioxo-4H-benzo[e][1,3]oxazin-3-yl)-butyl]-amino}-acetic acid 
• 439216-95-2 4-{(2,3-bis-methoxycarbonyloxy-benzoyl)-[3-(8-methoxycarbonyloxy-2,4-dioxo-4H-benzo[e][1,3]oxazin-3-yl)-propyl]-amino}-pentanoic acid 
• 557102-76-8 [(2,3-bis-methoxycarbonyloxy-benzoyl)-(3-{(2,3-bis-methoxycarbonyloxy-benzoyl)-[3-(8-methoxycarbonyloxy-2,4-dioxo-4H-benzo[e][1,3]oxazin-3-yl)-propyl]-amino}-propyl)-amino]-acetic acid 
• 212777-21-4 [(2,3-bis-methoxycarbonyloxy-benzoyl)-(6-{(2,3-bis-methoxycarbonyloxy-benzoyl)-[6-(8-methoxycarbonyloxy-2,4-dioxo-4H-benzo[e][1,3]oxazin-3-yl)-hexyl]-amino}-hexyl)-amino]-acetic acid 
• 201296-71-1 4-[(2,3-Dimethoxycarbonyloxy-benzoyl)-methylamino]benzoic Acid 
• 222320-84-5 (2R,3R)-2,3-Bis-(2,3-bis-methoxycarbonyloxy-benzoyloxy)-succinic acid 

Relevant articles and documents

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Structure-activity relationships: Analogues of the dicaffeoylquinic and dicaffeoyltartaric acids as potent inhibitors of human immunodeficiency virus type 1 integrase and replication

The dicaffeoylquinic acids (DCQAs) and dicaffeoyltartaric acids (DCTAs) are potent and selective inhibitors of human immunodeficiency virus type 1 (HIV-1) integrase. They also inhibit HIV-1 replication at nontoxic concentrations. Since integrase is an excellent target for anti-HIV therapy, structure-activity relationships were employed to synthesize compounds with: (1) improved potency against HIV-1 integrase, (2) improved anti-HIV effect in tissue culture, and (3) increased selectivity as indicated by low cellular toxicity. Thirty-four analogues of the DCTAs and DCQAs were synthesized and tested for cell toxicity, anti-HIV activity, and inhibition of HIV-1 integrase. Seventeen of the 34 analogues had potent activity against HIV-1 integrase ranging from 0.07 to > 10 μM. Seventeen analogues that were synthesized or purchased had no inhibitory activity against integrase at concentrations of 25 μM. Of the biologically active analogues, 7 of the 17 inhibited HIV replication at nontoxic concentrations. The most potent compounds were D-chicoric acid, meso-chicoric acid, bis(3,4- dihydroxydihydrocinnamoyl)-L-tartaric acid, digalloyl-L-tartaric acid, bis(3,4-dihydroxybenzoyl)-L-tartaric acid, dicaffeoylglyceric acid, and bis(3,4-dihydroxyphenylacetyl)-L-tartaric acid. Anti-HIV activity of the active compounds in tissue culture ranged from 35 to 0.66 μM. Structure- activity relationships demonstrated that biscatechol moieties were absolutely required for inhibition of integrase, while at least one free carboxyl group was required for anti-HIV activity. These data demonstrate that analogues of the DCTAs and the DCQAs can be synthesized which have improved activity against HIV integrase.