99-40-1

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-3',4'-dihydroxyacetophenone is used as an intermediate in the synthesis of styptic adrenobazone, a quasi-adrenaline drug. It plays a crucial role in the development of medications that can mimic the effects of adrenaline, which is vital for treating various medical conditions such as asthma, allergies, and heart-related issues.
Additionally, it is utilized as a key intermediate in the production of gasp spirit, a substance that can help alleviate respiratory distress and improve breathing capacity. This application is particularly beneficial in the treatment of conditions like chronic obstructive pulmonary disease (COPD) and asthma, where patients often experience difficulty in breathing.

Upstream product

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

Downstream Products

• 16899-82-4 1-(3,4-dihydroxy-phenyl)-2-pyrrolidino-ethanone 
• 131398-97-5 1-(3,4-dihydroxy-phenyl)-2-piperidin-1-yl-ethanone 
• 131398-96-4 1-(3,4-dihydroxy-phenyl)-2-morpholin-4-yl-ethanone 
• 6623-55-8 N-<3,4-Dihydroxy-phenacyl>-pyridiniumchlorid 
• 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 
• 20195-20-4 1-(3,4-dihydroxy-phenyl)-2-hexahydroazepin-1-yl-ethanone 
• 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 

Relevant academic research and scientific papers

Diazinium salts with dihydroxyacetophenone skeleton: Syntheses and antimicrobial activity

Herein we report a feasible study concerning syntheses, structure and antimicrobial activity of some new diazinium salts with dihydroxyacetophenone skeleton. A fast, general, environmentally friendly, and facile method for preparation of diazinium salts under microwave and ultrasounds irradiation is presented. Antimicrobial tests prove that some diazine compounds have a remarkable activity against different microorganisms (germs and fungi), the pyrimidine derivatives being more active. Correlations between structure and antimicrobial activity are reported.

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.

Preparation method of isoproterenol hydrochloride

The invention relates to the technical field of raw material medicine synthesis, in particular to a preparation method of isoproterenol hydrochloride. According to the preparation method, water, N, N-dimethylformamide or an aqueous solution of N, N-dimethylformamide is used as a solvent, borohydride is used as a reducing agent to carry out reduction reaction on isopropyladrenolone or salt thereof, the reaction conditions are mild, compared with a conventional hydrogenation reduction process, the production safety is remarkably improved, the production cost is greatly reduced, the usage amount of borohydride is small, and the environmental protection is improved to a certain extent. The product obtained by the preparation method is very high in purity, is suitable for industrial production of isoprenaline hydrochloride as a medicine raw material medicine product, and can effectively avoid toxic and side effects caused by impurities.

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.

Production process of adrenal glands

The invention discloses a production technology for carbazochrome. The production technology comprises the following steps: 1) synthesizing chloracetyl catechol; 2) synthesizing corticosterone hydrochloride; 3) synthesizing adrenaline; and 4) synthesizing the carbazochrome. The production technology for the carbazochrome, disclosed by the invention, has the advantages of simple preparation method,few steps and easiness for operation and control; and an obtained product has good color and luster, good quality, high purity and high yield, can be directly used for production and utilization andhas very good practicability.

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.

Preparation method of 3,4-dihydroxy-2'-chloroacetophenone

The invention belongs to the field of chemical synthesis, and particularly relates to a preparation method of 3,4-dihydroxy-2'-chloroacetophenone. Catechol is used as an initial raw material to reactwith chloroacetic acid in thionyl chloride to obtain a mixture containing 3,4-dihydroxy-2'-chloroacetophenone; after the reaction is finished, a certain amount of water is added for a quenching reaction; and then recrystallizing is directly carried out to obtain a product with puritiy of 99% or above. The technological process has a simple reaction and post-treatment operation, and the product hashigh quality and can meet use requirements without the need of further purification. The process is green, environment friendly, safe, reliable, economical and practical, and is very suitable for industrial production.

Cascade Trisulfur Radical Anion (S3?-) Addition/Electron Detosylation Process for the Synthesis of 1,2,3-Thiadiazoles and Isothiazoles

Trisulfur radical anion (S3?-) mediated reactions with in situ formed azoalkenes and α,β-usaturated N-sulfonylimines for the construction of 1,2,3-thiadiazoles and isothiazoles has been developed. S3?- is in situ generated from potassium sulfide in DMF. These two approaches provide a new, safe, and simple way to construct 4-subsituted 1,2,3-thiadiazoles, 5-subsituted 1,2,3-thiadiazoles, and isothiazole in good yields. The reactions include the formation of the new C-S and N-S bonds via S3?- addition and electron detosylation under mild conditions.

PROCESS FOR PREPARATION OF ISOPROTERENOL HYDROCHLORIDE

The present invention provides a process for preparation of isoproterenol hydrochloride (1a) comprising catalytic hydrogenation of 3',4'-dihydroxy-2-(isopropylamino)-acetophenone hydrochloride (5a) in presence of an ion exchange resin, to provide isoproterenol hydrochloride (1a).

Synthesis and in-vitro evaluation of 2-amino-4-arylthiazole as inhibitor of 3D polymerase against foot-and-mouth disease (FMD)

Foot-and-mouth disease (FMD) is a highly contagious vesicular disease of livestock caused by a highly variable RNA virus, foot-and-mouth disease virus (FMDV). One of the targets to suppress expansion of and to control FMD is 3D polymerase (FMDV 3Dpol). In this study, 2-amino-4-arylthiazole derivatives were synthesized and evaluated for their inhibitory activity against FMDV 3Dpol. Among them, compound 20i exhibited the most potent functional inhibition (IC50 = 0.39μM) of FMDV 3D polymerase and compound 24a (EC50=13.09 μM) showed more potent antiviral activity than ribavirin (EC50=1367 μM) and T1105 (EC50=347 μM) with IBRS-2 cells infected by the FMDV O/SKR/2010 strain.