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m-Hemipinic acid, also known as 3-(3,4-dimethoxyphenyl)-3-oxopropanoic acid, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique chemical structure, which includes a 3,4-dimethoxyphenyl group and a 3-oxopropanoic acid moiety. This structure endows m-Hemipinic acid with specific reactivity and functional groups that make it a valuable building block in the development of new drugs.

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  • 577-68-4 Structure
  • Basic information

    1. Product Name: m-Hemipinic acid
    2. Synonyms: 4,5-Dimethoxy-1,2-benzenedicarboxylic acid;4,5-Dimethoxyphthalic acid;Metahemipinic acid;m-hemipic acid;m-Hemipinic acid
    3. CAS NO:577-68-4
    4. Molecular Formula: C10H10O6
    5. Molecular Weight: 226.1828
    6. EINECS: N/A
    7. Product Categories: Amines, Aromatics, Inhibitors, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
    8. Mol File: 577-68-4.mol
  • Chemical Properties

    1. Melting Point: 179 °C
    2. Boiling Point: 394.7°C at 760 mmHg
    3. Flash Point: 157.1°C
    4. Appearance: /
    5. Density: 1.391g/cm3
    6. Vapor Pressure: 6.15E-07mmHg at 25°C
    7. Refractive Index: 1.572
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: DMSO, Methanol
    10. PKA: 3.10±0.10(Predicted)
    11. CAS DataBase Reference: m-Hemipinic acid(CAS DataBase Reference)
    12. NIST Chemistry Reference: m-Hemipinic acid(577-68-4)
    13. EPA Substance Registry System: m-Hemipinic acid(577-68-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 577-68-4(Hazardous Substances Data)

577-68-4 Usage

Uses

Used in Pharmaceutical Industry:
m-Hemipinic acid is used as an intermediate in the synthesis of Carbazeran (C175790), a phosphodiesterase inhibitor drug. This drug exhibits chronictropic and inotropic effects, making it a potential candidate for the treatment of various cardiovascular conditions. The unique chemical structure of m-Hemipinic acid allows for the development of Carbazeran, which can help improve the quality of life for patients suffering from heart-related ailments.

Check Digit Verification of cas no

The CAS Registry Mumber 577-68-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,7 and 7 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 577-68:
(5*5)+(4*7)+(3*7)+(2*6)+(1*8)=94
94 % 10 = 4
So 577-68-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H10O6/c1-15-7-3-5(9(11)12)6(10(13)14)4-8(7)16-2/h3-4H,1-2H3,(H,11,12)(H,13,14)

577-68-4Relevant articles and documents

Phthalimide-(N-alkylbenzylamine) cysteamide hybrids as multifunctional agents against Alzheimer’s disease: Design, synthesis, and biological evaluation

Zhang, Heng,Song, Qing,Yu, Guangjun,Cao, Zhongcheng,Qiang, Xiaoming,Liu, Xiuxiu,Deng, Yong

, p. 493 - 500 (2021)

The complex pathogenesis of Alzheimer's disease (AD) calls for multi-target approach for disease treatment. Herein, based on the MTDLs strategy, a series of phthalimide-(N-alkylbenzylamine) cysteamide hybrids were designed, synthesized, and investigated i

New phthalimide-methionine dyad-based fluorescence probes for reactive oxygen species: Singlet oxygen, hydrogen peroxide, and hypochlorite

Griesbeck, Axel G.,?ngel, Banu,Atar, Murat

, (2017/08/23)

Different reactive oxygen species were detected by the molecular probes 1-3 that were composed of the phthalimide fluorophore as reporter and a methionine-derived thioether side-chain as receptor part. The sulfoxides that were formed as the primary oxidation products show strong fluorescence in the blue-green (430-540?nm) spectral region. Self-sensitized oxidation by singlet oxygen is in general inefficient indicating rapid electron-transfer quenching of the excited probe molecules. With hydrogen peroxide as thermal oxidant conversion to the sulfoxides is slow but can be accelerated by addition of titanium(IV) catalysts, whereas hypochlorite as oxidant behaves much more reactive even under uncatalyzed conditions. Singlet oxygen that is generated by energy transfer from the photosensitizer Rose Bengal was detected by sensor 1a with rate constants of >107M–1?s–1, a typical rate constant for the oxidation of thioethers to sulfoxides.

A direct assay of butyrylcholinesterase activity using a fluorescent substrate

Kang, Seungyoon,Lee, Suji,Yang, Woojin,Seo, Jiwon,Han, Min Su

, p. 8815 - 8820 (2016/10/03)

In this study, we report a direct fluorometric assay for butyrylcholinesterase (BChE) activity and screening of its inhibitor, using a fluorescent substrate. 2-(2-(5,6-Dimethoxy-1,3-dioxoisoindolin-2-yl)acetoxy)-N,N,N-trimethylethan-1-ammonium iodide (1)

DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS

-

Paragraph 0517, (2013/05/08)

Compounds, pyridine N-oxides, and pharmaceutically acceptable salts of formula (I) are useful as inhibitors of the phosphodiesterase 4 (PDE4) enzyme and for preventing and/ or treating diseases of the respiratory tract characterized by airway obstruction, such as asthma or COPD.

DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS

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Page/Page column 133; 134, (2013/05/09)

The invention relates to inhibitors of the phosphodiesterase 4 (PDE4) enzyme. More particularly, the invention relates to compounds that are derivatives of 1-phenyl-2-pyridinyl alkyl alcohols, methods of preparing such compounds, compositions containing them and therapeutic use thereof.

NEW PHARMACEUTICAL COMPOUNDS

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Page/Page column 36, (2008/06/13)

Compounds of formula (I), wherein R1-R4, X, Y and Z are as defined in claims, exhibit COMT enzyme inhibiting activity and are thus useful as COMT inhibitors.

ISOINDOLINE DERIVATIVE

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Page/Page column 18, (2008/06/13)

Provided is a novel isoindoline compound of the formula (I): The compound is useful for anesthesia by inducing sedation in a mammal.

Synthesis and biological activity of C-3' ortho dihydroxyphthalimido cephalosporins

Baudart,Hennequin

, p. 1458 - 1470 (2007/10/02)

A series of C-3' ortho dihydroxyphthalimido cephalosporins 3~7 has been prepared by reaction of C-3' aminomethyl cephalosporin 411) with the corresponding N carboethoxyphthalimides 23 ~ 25, 37, 38. These new caphalosporins exhibit excellent in vitro Gram-negative activities, including Pseudomonas aeruginosa, excellent β-lactamases stability and pharmacokinetics equivalent or better than ceftriaxone.

Cephem compounds

-

, (2008/06/13)

Cephalosporin antibiotics having a 3-position substituent of the formula: STR1 are described, wherein X is --CO--, --SO2 -- or --COCH2 --; Y is --CO--, --SO2 -- or --CH2 --; Q is a benzene, pyridine or naphthalene ring, R1 and R2 are ortho with respect to each other and are independently hydroxy or of the formula O--M wherein M is a moiety and the O--M bond is cleavable in vivo and ring Q may be further substituted by a variety of atoms and groups. Processes for their preparation and use are described.

Oxydation vanadique de la papaverine en milieu sulfurique 2,5 M et 5 M

Postaire, E.,Martinez, D.,Viel, C.,Chastagnier, M.,Hamon, M.

, p. 982 - 988 (2007/10/02)

Vanadic oxidation of papaverine 1 in 5 M sulfuric acid media shows a full oxidation into carbon dioxide and water.However, according to the experimental conditions, and in 2.5 M and 5 M sulfuric acid media, intermediates and products have been identified: papaveraldine 2, hemipinimide 4, meta-hemipinic acid 3, 6,7-dimethoxy isoquinoline 5, 1-formyl 6,7-dimethoxy isoquinoline 6, 1-acetyl 6,7-dimethoxy isoquinoline 7, 4-hydroxy 6-demethyl papaveraldine 8, 4-hydroxy 4'demethyl papaveraldine 9, 3-hydroxy 6-demethyl papaveraldine 10 and 3-hydroxy 4'-demethyl papaveraldine 11.

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