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3-Hydroxy-2-methoxybenzaldehyde is an organic compound that serves as a key intermediate in the synthesis of various pharmaceutical compounds. It is characterized by the presence of a hydroxyl group at the 3-position and a methoxy group at the 2-position on a benzene ring, with an aldehyde group attached to the 1-position. This unique structure endows it with potential applications in the development of pharmaceuticals, particularly those with antitumor properties.

66495-88-3

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66495-88-3 Usage

Uses

Used in Pharmaceutical Industry:
3-Hydroxy-2-methoxybenzaldehyde is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its chemical structure allows for the creation of a wide range of derivatives with potential therapeutic applications.
Used in Antitumor Drug Synthesis:
3-Hydroxy-2-methoxybenzaldehyde is used as a key component in the synthesis of analogs of antineoplaston A10, which possess antitumor activity. These analogs may exhibit inhibitory effects on the growth and proliferation of cancer cells, making them valuable candidates for cancer treatment.
Used in Synthesis of Labeled Analogues:
3-Hydroxy-2-methoxybenzaldehyde-d3, a labeled analogue of 3-Hydroxy-2-methoxybenzaldehyde, is used as an intermediate for the synthesis of various pharmaceutical compounds as well. The incorporation of deuterium isotopes in its structure can provide valuable insights into the compound's metabolic pathways and pharmacokinetics, potentially enhancing the development of more effective and targeted antitumor drugs.

Check Digit Verification of cas no

The CAS Registry Mumber 66495-88-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,4,9 and 5 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 66495-88:
(7*6)+(6*6)+(5*4)+(4*9)+(3*5)+(2*8)+(1*8)=173
173 % 10 = 3
So 66495-88-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O3/c1-11-8-6(5-9)3-2-4-7(8)10/h2-5,10H,1H3

66495-88-3Relevant academic research and scientific papers

COMPOUNDS FOR TREATING TUBERCULOSIS

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Paragraph 112-113, (2021/06/04)

The invention concerns a compound of formula (Ia) or (Ib) wherein R1 is hydrogen or a methyl group; R2 is an unsubstituted or substituted alkyl group; R3 is an aryl group or a heteroaryl group, optionally substituted by on

15-PGDH INHIBITOR

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Paragraph 0330-0333, (2021/12/23)

[Problem] To provide a compound having a 15-PGDH inhibitory effect. [Solution] A compound represented by general formula (1) or a pharmacologically acceptable salt thereof.

SUBSTITUTED CHROMEN-4-ONE FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS INFECTION

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Page/Page column 27-28, (2020/07/31)

The present invention provides novel compounds having the general formula: (I) wherein R1 to R10, Gi, G2 and m are as described herein, compositions including the impounds and methods of using the compounds for the treatment of hepatitis B.

SUBSTITUTED-N-HETEROARYL COMPOUNDS AND USES THEREOF

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Page/Page column 76-77, (2020/01/24)

The present disclosure relates generally to compounds useful for the treatment and/or enhancement of cognitive function and negative symptoms associated with central nervous system disorders where the circuitry involving fast spiking PV+ interneurons and the production of cortical gamma oscillations is disrupted. The subject disclosure enables the manufacture of medicaments as well as compositions containing same for use in methods of therapy and prophylaxis of cognitive dysfunction and negative symptoms.

SUBSTITUTED-PYRIDINYL COMPOUNDS AND USES THEREOF

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Page/Page column 91, (2020/01/10)

The present application relates generally to compounds useful for the treatment and/or enhancement of cognitive dysfunction and negative symptoms associated with CNS disorders where the circuitry involving fast spiking PV+ interneurons and the production of cortical gamma oscillations is disrupted. The subject disclosure enables the manufacture of medicaments as well as compositions containing same for use in methods of therapy and prophylaxis of cognitive dysfunction and negative symptoms.

Synthetic method of 1,3-substituted Diphenylpropenes

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Paragraph 0016-0017, (2017/07/19)

The present invention relates to a method for efficiently synthesizing a natural 1,3-substituted diphenylpropene compound having biological activity. The effective method synthesizes 1,3-substituted diphenylpropene compound 1 to 4 using Friedel-Crafts alk

Synthetic method of 1,3-substituted diphenylpropenes

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Paragraph 0016; 0017, (2017/07/23)

The present invention relates to a method for efficiently synthesizing a natural 1,3-substituted diphenylpropene compound having biological activity. The effective method synthesizes 1,3-substituted diphenylpropene compound 5 to 8 by using Friedel-Crafts

Synthesis and identification of novel berberine derivatives as potent inhibitors against TNF-α-induced nf-κb activation

Wang, Yan-Xiang,Liu, Lu,Zeng, Qing-Xuan,Fan, Tian-Yun,Jiang, Jian-Dong,Deng, Hong-Bin,Song, Dan-Qing

, (2017/08/30)

Twenty-three new berberine (BBR) analogues defined on substituents of ring D were synthesized and evaluated for their activity for suppression of tumor necrosis factor (TNF)-α-induced nuclear factor (NF)-κB activation. Structure–activity relationship (SAR) analysis indicated that suitable tertiary/quaternary carbon substitutions at the 9-position or rigid fragment at position 10 might be beneficial for enhancing their anti-inflammatory potency. Among them, compounds 2d, 2e, 2i and 2j exhibited satisfactory inhibitory potency against NF-κB activation, with an inhibitory rate of around 90% (5 μM), much better than BBR. A preliminary mechanism study revealed that all of them could inhibit TNF-α-induced NF-κB activation via impairing IκB kinase (IKK) phosphorylation as well as cytokines interleukin (IL)-6 and IL-8 induced by TNF-α. Therefore, the results provided powerful information on further structural modifications and development of BBR derivatives into a new class of anti-inflammatory candidates for the treatment of inflammatory diseases.

NOVEL DIHYDROPYRIDOISOQUINOLINONES AND PHARMACEUTICAL COMPOSITIONS THEREOF FOR THE TREATMENT OF INFLAMMATORY DISORDERS

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Paragraph 0308, (2016/11/14)

A compound according to Formula (I): wherein R1, LA, CyA, RA, R2, R3, and R4 are as described herein. The present invention relates to novel compounds according to Formula I that antagonize GPR84, a G-protein-coupled receptor that is involved in inflammatory conditions, and methods for the production of these novel compounds, pharmaceutical compositions comprising these compounds, and methods for the prevention and/or treatment of inflammatory conditions, pain, neuroinflammatory conditions, neurodegenerative conditions, infectious diseases, autoimmune diseases, endocrine and/or metabolic diseases, cardiovascular diseases, leukemia, and/or diseases involving impairment of immune cell functions by administering a compound of the invention.

Synthetic methods for phoyunbenes A-D and thunalbene

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Paragraph 0034; 0035, (2017/04/13)

Invented is a method for synthesizing thunalbene and phoyunbenes A-D via a Horner-Wadsworth-Emmons (HWE) reaction in a simple and effective way. The compounds of the present invention have shown anti-inflammatory effects in RAW-264.7 macrophage which is induced by lipopolysaccharide.

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