106578-20-5

Basic information

• Product Name: 6,8-DibroMo-3-(2-broMoacetyl)couMarin
• Synonyms: 6,8-DibroMo-3-(2-broMoacetyl)couMarin;6,8-dibromo-3-(2-bromoacetyl)-2H-chromen-2-one
• CAS NO: 106578-20-5
• Molecular Formula: C₁₁H₅Br₃O₃
• Molecular Weight: 424.8676
• Mol File: 106578-20-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6,8-DibroMo-3-(2-broMoacetyl)couMarin(CAS DataBase Reference)
• NIST Chemistry Reference: 6,8-DibroMo-3-(2-broMoacetyl)couMarin(106578-20-5)
• EPA Substance Registry System: 6,8-DibroMo-3-(2-broMoacetyl)couMarin(106578-20-5)

Safety Data

• Hazardous Substances Data: 106578-20-5(Hazardous Substances Data)

Upstream product

• 2199-92-0 3-acetyl-6,8-dibromocoumarin 
• 90-59-5 3,5-Dibromosalicylaldehyde 

Downstream Products

• 108222-47-5 6,8-Dibromo-3-(2-propyl-imidazo[2,1-b][1,3,4]thiadiazol-6-yl)-chromen-2-one 
• 181126-00-1 4-[4-(6,8-dibromo-2-oxo-2H-chromen-3-yl)-thiazol-2-ylamino]-benzenesulfonamide 
• 874983-86-5 6,8-Dibromo-3-(2-{5-[(E)-2-(4-methoxy-phenyl)-vinyl]-3-methyl-isoxazol-4-ylamino}-acetyl)-chromen-2-one 
• 874983-87-6 6,8-Dibromo-3-(2-{5-[(E)-2-(4-chloro-phenyl)-vinyl]-3-methyl-isoxazol-4-ylamino}-acetyl)-chromen-2-one 
• 1187486-65-2 6,8-dibromo-3-(2-(phenylsulfonyl)acetyl)-2H-chromen-2-one 
• 1187486-68-5 6,8-dibromo-3-[2-(4-methylphenylsulfonyl)acetyl]-2H-chromen-2-one 
• 1190756-16-1 6,8-dibromo-3-(2-(styrenesulfonyl)acetyl)-2H-chromen-2-one 
• 1190756-22-9 6,8-dibromo-3-(2-(p-methylstyrenesulfonyl)acetyl)-2H-chromen-2-one 
• 1321621-70-8 6,8-dibromo-3-(2-(phenylsulfonyl)ethynyl)-2H-chromen-2-one 
• 1321621-66-2 6,8-dibromo-3-(5-tosyl-1,2,3-selenadiazol-4-yl)-2H-chromen-2-one 
• 1321621-74-2 6,8-dibromo-3-(2-tosylethynyl)-2H-chromen-2-one 
• 1321621-54-8 C₁₈H₁₃Br₂N₃O₅S 

Relevant articles and documents

Synthesis of thiazolyl hydrazonothiazolamines and 1,3,4-thiadiazinyl hydrazonothiazolamines as a class of antimalarial agents

Novel thiazolyl hydrazonothiazolamines and 1,3,4-thiadiazinyl hydrazonothiazolamines were synthesized by a facile one-pot multicomponent approach by the reaction of 2-amino-4-methyl-5-acetylthiazole, thiosemicarbazide or thiocarbohydrazide and phenacyl br

Synthesis and anti-acetylcholinesterase activities of novel glycosyl coumarylthiazole derivatives

Eleven glycosyl coumarylthiazole derivatives are synthesized by cyclization and condensation of glycosyl thiourea with 3-bromoacetyl coumarins in ethanol. The reaction conditions are optimized and good yields of products (80%–95%) are obtained. The structures of all new products were confirmed by IR, 1H and 13C NMR, and by HRMS (electrospray ionization). The in vitro acetylcholinesterase (AChE) inhibitory activities of these new compounds are tested by Ellman’s method. Among them, N-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4-(6-nitrocoumarinyl)-1,3-thiazole-2-amine showed the best activity with an in vitro AChE inhibitory rate of 58% and an IC50 value of 12 ± 0.38 μg/mL.

One-pot multicomponent synthesis of indole incorporated thiazolylcoumarins and their antibacterial, anticancer and DNA cleavage studies

A series of indole incorporated thiazolylcoumarins (7a-q) have been synthesized and evaluated for their antibacterial, anticancer and DNA cleavage studies. Analysis of antibacterial studies indicated that all the synthesized compounds possess promising activity towards the screened bacterial strains. In vitro anticancerous action was studied for compound 7a (NSC: 768621/1) against the full panel of 60 human tumor cell lines. The five dose level activity results revealed that, the compound 7a was active against all the cell lines among them it has shown potent activity against Leukemia: CCRF-CEM (GI50: 0.33 μM), Non-Small Cell Lung Cancer: NCI-H522 (GI50: 1.03 μM), Colon Cancer: HCT-116 (GI50: 1.60 μM), CNS Cancer: SF-539 (GI50: 1.58 μM), Melanoma MALME-3M (GI50: 1.59 μM), Ovarian Cancer: OVCAR-3 (GI50: 1.16 μM), Renal Cancer: UO-31 (GI50: 0.76 μM), Prostate Cancer: PC-3 (GI50: 0.82 μM) and Breast Cancer: BT-549 (GI50: 1.13 μM). DNA cleavage studies revealed that even at 50 μg/mL concentration complete DNA digestion was observed for all the compounds, except for compound (7o) where partial DNA digestion was observed even at 100 μg/mL.

Photohalogenation of 3-acetylcoumarins: Facile synthesis of 3-(2-amino-4-thiazolyl)coumarins and their conversion into 3-[2,5-dimethylpyrrol-1-yl thiazol-4-y]-coumarins

3-Acetylcoumarins react with thiourea in the presence of N-bromosuccinimide using benzoyl peroxide as radical initiator to furnish 3-(2-amino-4-thiazolyl)coumarins 1. Compounds 1 can also be obtained by reacting 3-acetylcoumarin with bromine in the presence of trichloro-(N,N-ethylene-bis-aminobenzamide)-lanthanum (III) or samarium (III) as catalyst followed by treatment with thiourea. These compounds (1) have been converted into pyrrole derivatives 2 by reacting with acetonylacetone.

Synthesis of Some New Types of Thiazolyl Coumarins

3-Acetyl coumarins I react with substituted sulfanilamides in the presence of iodine to give substituted 3-(2-arylamino-4-thiazolyl)-2H-1-benzopyran-2-ones (II). The structures of these compounds have been confirmed and they were converted into their acet

SYNTHESIS OF A NEW TYPE OF PYRAZOLOTHIAZOLES

Pyrazolothiazoles IV have been synthesized by the condensation of appropriate 3,4,5-trisubstituted 1-thiocarbamoylpyrazoles I, II with various (ω-bromoacetyl)coumarins III.

Studies on Coumarin Derivatives: Part I-Synthesis of Some Substituted Thiazolyl- and Benzoxazinyl-coumarins

A number of thiazolyl- and benzoxazinyl-coumarins have been prepared and tested for their antibacterial and antifungal activities.None of the compounds is found to be active.