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1H-Pyrazole-3-carbaldehyde is a heterocyclic organic compound with a molecular formula C4H4N2O. It features a pyrazole ring and an aldehyde group, making it a versatile intermediate in the synthesis of various biologically active molecules. Widely used in medicinal chemistry and drug development, this compound serves as a key building block for creating pharmaceuticals, agrochemicals, and other organic compounds.

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  • 209002-03-9 Structure
  • Basic information

    1. Product Name: 1H-PYRAZOLE-3-CARBALDEHYDE
    2. Synonyms:
    3. CAS NO:209002-03-9
    4. Molecular Formula: C4H4N2O
    5. Molecular Weight: 96.08736
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 209002-03-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 1H-PYRAZOLE-3-CARBALDEHYDE(CAS DataBase Reference)
    10. NIST Chemistry Reference: 1H-PYRAZOLE-3-CARBALDEHYDE(209002-03-9)
    11. EPA Substance Registry System: 1H-PYRAZOLE-3-CARBALDEHYDE(209002-03-9)
  • 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: 209002-03-9(Hazardous Substances Data)

209002-03-9 Usage

Uses

Used in Pharmaceutical Industry:
1H-Pyrazole-3-carbaldehyde is used as a key intermediate for the synthesis of various pharmaceuticals. Its aldehyde group allows for the creation of a wide range of functionalized derivatives, which can be further utilized in the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 1H-Pyrazole-3-carbaldehyde is employed as a precursor in the synthesis of agrochemicals. Its ability to form diverse derivatives makes it a valuable component in the development of pesticides, herbicides, and other agricultural chemicals that can improve crop yields and protect plants from pests.
Used in Organic Chemistry:
1H-Pyrazole-3-carbaldehyde is utilized as a versatile reagent in organic chemistry. Its pyrazole ring and aldehyde group enable the synthesis of a variety of complex organic compounds, which can be applied across different industries, including materials science, chemical research, and the development of new technologies.

Check Digit Verification of cas no

The CAS Registry Mumber 209002-03-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,9,0,0 and 2 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 209002-03:
(8*2)+(7*0)+(6*9)+(5*0)+(4*0)+(3*2)+(2*0)+(1*3)=79
79 % 10 = 9
So 209002-03-9 is a valid CAS Registry Number.

209002-03-9Relevant articles and documents

Optimization and biological evaluation of 2-aminobenzothiazole derivatives as Aurora B kinase inhibitors

Lee, Eun,An, Ying,Kwon, Junhee,Kim, Keun Il,Jeon, Raok

, p. 3614 - 3622 (2017/06/13)

A strong relationship between abnormal functions of Aurora kinases and tumorigenesis has been reported for decades. Consequently, Aurora kinases serve as potential targets for anticancer agents. Here, we identified aminobenzothiazole derivatives as novel inhibitors of Aurora B kinase through bioisosteric replacement of the previous inhibitors, aminobenzoxazole derivatives. Most of the urea-linked aminobenzothiazole derivatives showed potent and selective inhibitory activity against Aurora B kinase over Aurora A kinase. Molecular modeling indicated that compound 15g bound well to the active site of Aurora B kinase and formed the essential hydrogen bonds. The potent compounds, 15g and 15k, were selected, and their biological effects were evaluated using HeLa cell lines. It was found that these compounds inhibited the phosphorylation of histone H3 at Ser10 and induced G2/M cell cycle arrest. We suggest that the reported compounds have the potential to be further developed as anticancer therapeutics.

Synthetic method of tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate

-

Paragraph 0008, (2017/10/22)

The invention relates to a synthetic method of tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate and mainly solves the technical problems of low perfect ratio of a route, difficulty in reaction control, inconvenience in experiment operation and the like in the conventional synthetic process. Tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate is prepared from 1,1-dimethoxypropane-2-one serving as a starting material through six steps of reactions. The equation is shown in the specification. The obtained product diazepine is a useful intermediate or product for synthesis of various drugs.

Highly active binuclear Cu(II) catalyst bearing an unsymmetrical bipyridine-pyrazole-amine ligand for the azide-alkyne cycloaddition reaction

Han, Baofeng,Xiao, Xiao,Wang, Lan,Ye, Wenjing,Liu, Xiaoping

, p. 1446 - 1450 (2016/10/04)

Ligands containing NH groups often show special characteristics. In this paper, a well-defined dinuclear Cu(II) complex bearing an unsymmetrical bipyridine-pyrazole-amine ligand was synthesized by the condensation of N–H to release H2O. Using sodium L-ascorbate as a reductant, the binuclear complex showed excellent activity in 1,3-dipolar cycloaddition reactions between alkynes and azides to obtain 1,4-disubstituted triazoles in 95%–99% isolated yields.

Indium(III) trifluoromethanesulfonate as an efficient catalyst for the deprotection of acetals and ketals

Gregg, Brian T.,Golden, Kathryn C.,Quinn, John F.

, p. 5890 - 5893 (2008/02/09)

(Chemical Equation Presented) Acetals and ketals are readily deprotected under neutral conditions in the presence of acetone and catalytic amounts of indium(III) trifluoromethanesulfonate (0.8 mol %) at room temperature or mild microwave heating conditions to give the corresponding aldehydes and ketones in good to excellent yields.

Acetylenic 1,5-diarylpyrazoles as antiinflammatory agents

-

, (2008/06/13)

Compounds of Formula I STR1 wherein, R1 through R7 are described herein. These compounds inhibit the production of arachidonic acid products associated with 5-lipoxygenase and cyclooxygenase and are useful in the treatment of inflamm

Synthesis and biological activities of meribendan and related heterocyclic benzimidazolo-pyridazinones

Jonas, R,Klockow, M,Lues, I,Pruecher, H,Schliep, H J,Wurziger, H

, p. 129 - 140 (2007/10/02)

The synthesis of a new heterocyclic benzimidazolo-pyridazinones is described.The new compounds were evaluated as inotropic agents with 'calcium-sensitizing' effects. 5-Methyl-6--2,3,4,5-tetrahydro-pyridazin-3-one hydrochloride (meribendan) turned out to be the most interesting compound and was chosen for development as a positive inotrope. benzimidazole / calcium sensivity / cardiotonics / inotropes / phosphodiesterase / papillary muscle / pyridazinone

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