5-Methoxy-1H-indazole

Basic Information

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CAS Number

94444-96-9

Molecular Formula

C8H8N2O

Molecular Weight

148.17 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

312.5℃ at 760 mmHg

SMILES

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COC1=CC2=C(C=C1)NN=C2

InChI

InChI=1S/C8H8N2O/c1-11-7-2-3-8-6(4-7)5-9-10-8/h2-5H,1H3,(H,9,10)

InChIKey

GZWWDKIVVTXLFL-UHFFFAOYSA-N

LogP

1.5715

Topological Polar Surface Area

37.91 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

140

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

5-Methoxy-1H-indazole
： 5-METHOXY-1H-INDAZOLE
1H-INDAZOLE,5-METHOXY-
5-Methoxy (1H)indazole
5-Methoxyindazole
1H-Indazole, 5-methoxy-
2H-Indazole, 5-methoxy-
5-methoxy-indazole
PubChem11084
GZWWDKIVVTXLFL-UHFFFAOYSA-N
BCP27396
FCH857343
BDBM50099402
VI20055
PB32539
TRA0083056
OR110371
SY020404
BL004020
A
5-Methoxy-1H-indazole (ACI)
5-methoxy-1H-indazole
SS-6019
MFCD07781657
94444-96-9
SCHEMBL18003378
SCHEMBL1141784
CS-D0861
DTXSID20537722
5-methoxy-1~{H}-indazole
AKOS005146475

MDL Number

MFCD07781657

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 5-Methoxy-1H-indazole (CAS: 94444-96-9)?

5-Methoxy-1H-indazole is a white crystalline solid with a molecular weight of approximately 154.18 g/mol. It has a low solubility in water but is soluble in common organic solvents like ethanol and acetone. This compound is characterized by its aromatic nature and is relatively chemically stable under normal conditions, with limited reactivity towards acids and bases. It is insoluble in water but soluble in organic solvents, making it suitable for various applications in organic synthesis and pharmaceuticals.

How is 5-Methoxy-1H-indazole (CAS: 94444-96-9) typically synthesized?

5-Methoxy-1H-indazole is typically synthesized via the methylation of indazole or its intermediates. Common methods include the reaction of indazole with methanol in the presence of a base, such as potassium hydroxide, followed by acidification to obtain the desired methoxy derivative. Other synthetic routes involve the use of methylation reagents like dimethyl sulfate or methyl iodide, often catalyzed by Lewis acids, to selectively introduce the methoxy group into the indazole ring.

What industries use 5-Methoxy-1H-indazole (CAS: 94444-96-9)?

5-Methoxy-1H-indazole is used in various industries, particularly in pharmaceuticals where it serves as an intermediate for the synthesis of antifungal and antiparasitic drugs. It is also utilized in the production of organic semiconductors and as a precursor for dyes and pigments. Additionally, it has applications in the development of sensors, where its unique chemical properties make it suitable for detecting specific molecules.

What precautions should be taken when handling 5-Methoxy-1H-indazole (CAS: 94444-96-9)?

When handling 5-Methoxy-1H-indazole (CAS: 94444-96-9), it is essential to use proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat to protect against skin contact and inhalation. This compound should be used in a well-ventilated area or a fume hood to minimize exposure. In the event of a spill, immediately clean up the area using appropriate absorbent materials and follow the safety data sheet (SDS) guidelines for disposal. Always ensure that the compound is stored in a cool, dry place, away from sources of heat and ignition, to prevent any potential reaction or decomposition.