ChemicalBook > CAS DataBase List > 7-METHYL (1H)INDAZOLE

7-METHYL (1H)INDAZOLE

Product Name
7-METHYL (1H)INDAZOLE
CAS No.
3176-66-7
Chemical Name
7-METHYL (1H)INDAZOLE
Synonyms
7-Methylindazole;7-Methyl-1H-indazol;7-METHYL (1H)INDAZOLE;1H-Indazole, 7-methyl-;7-methyl-1H-indazole(SALTDATA: FREE)
CBNumber
CB0453370
Molecular Formula
C8H8N2
Formula Weight
132.16
MOL File
3176-66-7.mol
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7-METHYL (1H)INDAZOLE Property

Melting point:
158 °C
Boiling point:
285.1±9.0 °C(Predicted)
Density 
1.186±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder
pka
14.39±0.40(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C8H8N2/c1-6-3-2-4-7-5-9-10-8(6)7/h2-5H,1H3,(H,9,10)
InChIKey
RLAZPAQEVQDPHR-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC=C2C)C=N1
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CBR00226
Product name
7-Methyl-1H-indazole
Purity
Aldrich
Packaging
1g
Price
$179
Updated
2025/07/31
TRC
Product number
M313440
Product name
7-Methyl-1H-indazole
Packaging
1g
Price
$195
Updated
2021/12/16
TRC
Product number
M313440
Product name
7-Methyl-1H-indazole
Packaging
2.5g
Price
$275
Updated
2021/12/16
Apolloscientific
Product number
OR928851
Product name
7-Methyl-1H-indazole
Purity
98%
Packaging
5g
Price
$355
Updated
2021/12/16
Matrix Scientific
Product number
037675
Product name
7-Methyl-1H-indazole
Packaging
500mg
Price
$62
Updated
2021/12/16
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7-METHYL (1H)INDAZOLE Chemical Properties,Usage,Production

Uses

7-Methyl-1H-indazole, can be used for the synthesis of 2-[(Heteroaryl)methyl]imidazolines, having activities at α1- and α2-adrenoceptors.

Synthesis

87-62-7

3176-66-7

General procedure for the synthesis of 7-methyl-1H-indazole from 2,6-dimethylaniline: tert-butyl nitrite (52 mL) was slowly added to a solution of chloroform (750 mL) of 2,6-dimethylaniline (25 g, 206 mmol) at room temperature and protected by nitrogen, stirred for 20 min, then potassium acetate (40 g, 412 mmol) and 18-crown-6 ( 5.4 g, 20.6 mmol). The reaction mixture was heated to reflux for 3 hours, followed by cooling to room temperature and continued stirring for 15 hours. Upon completion of the reaction, the solids in the mixture were removed by vacuum filtration and the solids were washed with chloroform (400 mL). The filtrates were combined, washed with water (2 x 250 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. The residue was purified by fast column chromatography on silica gel, using hexane/ethyl acetate (9:1) as eluent to afford 7-methyl-1H-indazole as an orange solid (23 g, 85% yield). The structure of the product was confirmed by 1H NMR (CDCl3): δ 2.60 (s, 3H), 7.10 (m, 2H), 7.70 (d, 1H), 8.10 (s, 1H).

References

[1] Patent: WO2005/66136, 2005, A1. Location in patent: Page/Page column 108-109
[2] Liebigs Annalen der Chemie, 1980, # 6, p. 908 - 927
[3] ChemMedChem, 2017, vol. 12, # 3, p. 257 - 270

7-METHYL (1H)INDAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 7-METHYL (1H)INDAZOLE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
7-METHYL (1H)INDAZOLE 3176-66-7
Price
US $1.00/Kg
Min. Order
1Kg
Purity
98%
Supply Ability
20T
Release date
2024-07-08
Career Henan Chemical Co
Product
7-METHYL (1H)INDAZOLE 3176-66-7
Price
US $8.80/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
100kg
Release date
2019-07-04