99-40-1

Basic information

• Product Name: 2-Chloro-3',4'-dihydroxyacetophenone
• Synonyms: 2-CHLORO-3',4'-DIHYDROXYACETOPHENONE;2-CHLORO-1-(3,4-DIHYDROXY-PHENYL)-ETHANONE;A-CHLORO-3',4'-DIHYDROXYACETOPHENONE;3',4'-DIHYDROXY-2-CHLORO ACETOPHENONE;3,4-DIHYDROXY-2'-CHLOROACETOPHENONE;3,4-DIHYDROXYPHENACYL CHLORIDE;3,4-DIHYDROXY-W-CHLOROACETOPHENONE;4-(CHLORACETAL)CATECHOL
• CAS NO: 99-40-1
• Molecular Formula: C₈H₇ClO₃
• Molecular Weight: 186.59
• EINECS: 202-754-8
• Product Categories: Pharmaceutical Intermediates;FINE Chemical & INTERMEDIATES;Aromatics
• Mol File: 99-40-1.mol
• Article Data: 18

Chemical Properties

• Melting Point: 174-176 °C(lit.)
• Boiling Point: 418.7 °C at 760 mmHg
• Flash Point: 207 °C
• Appearance: /
• Density: 1.444 g/cm³
• Storage Temp.: Refrigerator
• Solubility: Soluble in DMSO, methanol.
• PKA: 7.59±0.20(Predicted)
• BRN: 2092660
• CAS DataBase Reference: 2-Chloro-3',4'-dihydroxyacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-3',4'-dihydroxyacetophenone(99-40-1)
• EPA Substance Registry System: 2-Chloro-3',4'-dihydroxyacetophenone(99-40-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• Hazardous Substances Data: 99-40-1(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

2-Chloro-3',4'-dihydroxyacetophenone is used as a styptic adrenobazone, quasi adrenaline drug gasp spirit of intermediates.

Upstream product

• 120-80-9 benzene-1,2-diol 
• 541-88-8 Chloroacetic anhydride 
• 79-11-8 chloroacetic acid 
• 10025-87-3 trichlorophosphate 
• 120-57-0 piperonal 
• 1197-09-7 1-(3,4-dihydroxyphenyl)ethan-1-one 
• 90-05-1 2-methoxy-phenol 
• 7446-70-0 aluminium trichloride 
• 30287-15-1 2-methoxyphenyl 2-chloroacetate 
• 2948-16-5 2-hydroxyphenylchloroacetate 
• 71-43-2 benzene 
• 98-95-3 nitrobenzene 
• 91-16-7 1,2-dimethoxybenzene 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 77234-58-3 1-(3,4-dihydroxy-phenyl)-2-imidazol-1-yl-ethanone 
• 16899-95-9 1-(3,4-dihydroxy-phenyl)-2-[2]pyridylamino-ethanone 
• 103565-60-2 1-(3,4-dihydroxy-phenyl)-2-[(2-hydroxy-ethyl)-methyl-amino]-ethanone; hydrochloride 
• 6623-58-1 1-(3',4'-dihydroxyphenacyl)quinolinium chloride 
• 98173-07-0 2-(3,4-dihydroxy-phenacyl)-isoquinolinium; chloride 
• 145737-10-6 4-(2-benzo[1,3]dioxol-5-yl-thiazol-4-yl)-pyrocatechol 
• 858009-09-3 N-{2-[4-(3,4-dihydroxy-phenyl)-thiazol-2-yl]-ethyl}-phthalimide 
• 855937-31-4 1-(3,4-dihydroxy-phenyl)-2-[4-(4-methoxy-benzyl)-piperazino]-ethanone 
• 101714-41-4 1-(3,4-dihydroxyphenyl)-2-thiocyanate-ethanone 
• 67083-58-3 2-(3,4-dihydroxyphenyl)-2-oxoethyl acetate 
• 133550-57-9 cyanomethyl-(3,4-dihydroxyphenyl)ketone 
• 1197-09-7 1-(3,4-dihydroxyphenyl)ethan-1-one 
• 1124-39-6 4-ethylcatechol 
• 499-61-6 arterenone 

Relevant articles and documents

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Imidazolylacetophenone oxime-based multifunctional neuroprotective agents: Discovery and structure-activity relationships

Alzheimer's disease (AD) possesses a complex pathogenetic mechanism. Nowadays, multitarget agents are considered to have potential in effectively treating AD via triggering molecules in functionally complementary pathways at the same time. Here, based on the screening (～1400 compounds) against neuroinflammation, an imidazolylacetophenone oxime ether (IOE) was discovered as a novel hit. In order to obtain SARs, a series of imidazolylacetophenone oxime derivatives were constructed, and their C=N bonds were confirmed as the Z configuration by single crystals. These derivatives exhibited potential multifunctional neuroprotective effects including anti-neuroin?ammatory, antioxidative damage, metal-chelating, inhibition of acetylcholinesterase (AChE) properties. Among these derivatives, compound 12i displayed the most potent inhibitory activity against nitric oxide (NO) production with EC50 value of 0.57 μM 12i can dose-dependently suppress the expression of iNOS and COX-2 but not change the expression of HO-1 protein. Moreover, 12i exhibited evidently neuroprotective effects on H2O2-induced PC12 cells damage and ferroptosis without cytotoxicity at 10 μM, as well as selectively metal chelating properties via chelating Cu2+. In addition, 12i showed a mixed-type inhibitory effect on AChE in vitro. The structure-activity relationships (SARs) analysis indicated that dioxolane groups on benzene ring and rigid oxime ester can improve the activity. Parallel artificial membrane permeation assay (PAMPA) also verified that 12i can overcome the blood-brain barrier (BBB). Overall, this is the ?rst report on imidazolylacetophenone oxime-based multifunctional neuroprotective effects, suggesting that this type of compounds might be novel multifunctional agents against AD.

Acetophenone oxime ester imidazole derivative as well as preparation method and application thereof

The invention relates to the technical field of acetophenone oxime ester imidazole derivatives. The invention designs a series of novel (E)-1 - (2, 2 -dimethyl benzo [d] [1, 3] dioxol -5 - base) -2 - (1H - imidazol -1 -yl) -1 -ketoxime ester imidazole derivatives and further explores the interaction between the molecular structure and the inhibitory activity of the compound for LPS-induced neuroinflammation, and Developed new drugs for's disease provide experimental and theoretical basis.

A three-step, gram-scale synthesis of hydroxytyrosol, hydroxytyrosol acetate, and 3,4-dihydroxyphenylglycol

Hydroxytyrosol and two other polyphenols of olive tree, hydroxytyrosol acetate and 3,4-dihydroxyphenylglycol, are known for a wide range of beneficial activities in human health and prevention from diseases. The inability to isolate high, pure amounts of these natural compounds and the difficult and laborious procedures for the synthesis of them led us to describe herein an efficient, easy, cheap, and scaling up synthetic procedure, from catechol, via microwave irradiation.