6-Methoxy-1H-indazol-5-amine

Basic Information

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CAS Number

749223-61-8

Molecular Formula

C8H9N3O

Molecular Weight

163.18 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Density

1.344

SMILES

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COC1=C(C=C2C=NNC2=C1)N

InChI

InChI=1S/C8H9N3O/c1-12-8-3-7-5(2-6(8)9)4-10-11-7/h2-4H,9H2,1H3,(H,10,11)

InChIKey

GHEKVHASRAQCNU-UHFFFAOYSA-N

LogP

1.1536999999999997

Topological Polar Surface Area

63.92999999999999 Å²

Hydrogen Bond Donor/Acceptor

3 / 4

Complexity

164

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

6-methoxy-1h-indazol-5-ylamine
6-Methoxy-2h-indazol-5-ylamine
MFCD11007882
FT-0728154
749223-61-8
G11002
AMY9713
DTXSID40650588
AKOS006302765
5-Amino-6-methoxy (1H)indazole
1H-Indazol-5-amine,6-methoxy-(9CI)
DS-5759
Z1198280320
5-amino-6-methoxyindazole
SCHEMBL24521593
BCP06808
SB16279
6-Methoxy-5-amino-1H-indazole
ZEB22361
6-Methoxy-1H-indazol-5-amine
CS-W006786
EN300-4296240
SCHEMBL359039
1H-Indazol-5-amine, 6-methoxy-
GHEKVHASRAQCNU-UHFFFAOYSA-N
A865775
1H-Indazol-5-amine,6-methoxy-
5-Ami-6-methoxy (1H)indazole
AK119766
5-Amino-6-methoxy-1H-indazole
HID1799

MDL Number

MFCD11007882

FAQ

What are the physical and chemical properties of 6-Methoxy-1H-indazol-5-amine (CAS: 749223-61-8)?

6-Methoxy-1H-indazol-5-amine is a crystalline solid with a molecular weight of approximately 207.21 g/mol. It has a low solubility in water but is more soluble in organic solvents like methanol and ethanol. The compound is moderately reactive, showing mild basic properties and can undergo substitution reactions. It also exhibits good absorption properties, which make it useful in various applications.

How is 6-Methoxy-1H-indazol-5-amine (CAS: 749223-61-8) typically synthesized?

6-Methoxy-1H-indazol-5-amine is typically synthesized through a multi-step reaction involving the reaction of indole-3-carboxaldehyde with methanol in the presence of a suitable catalyst, such as p-toluenesulfonic acid. The reaction yields a high purity product with good selectivity and yield. Further purification can be achieved through recrystallization or column chromatography.

What industries use 6-Methoxy-1H-indazol-5-amine (CAS: 749223-61-8)?

6-Methoxy-1H-indazol-5-amine finds applications in pharmaceuticals, particularly as a precursor for drug synthesis and as an intermediate in the production of antiviral and antibacterial agents. It is also used in the development of sensors and semiconductors due to its electronic properties.

What precautions should be taken when handling 6-Methoxy-1H-indazol-5-amine (CAS: 749223-61-8)?

When handling 6-Methoxy-1H-indazol-5-amine, it is important to use personal protective equipment (PPE) such as gloves, goggles, and lab coats. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. Fume hoods should be used during manipulation to avoid inhalation. In case of spill, immediately clean up using appropriate absorbent materials and follow the safety data sheet (SDS) for further instructions.