ChemicalBook > CAS DataBase List > 3-Methyl-6-nitroindazole

3-Methyl-6-nitroindazole

Product Name
3-Methyl-6-nitroindazole
CAS No.
6494-19-5
Chemical Name
3-Methyl-6-nitroindazole
Synonyms
-6-nitro-1H-indazoL;3-Methyl-6-Nitro-1H-;Pazopanib Impurity 49;3-Methyl-6-nitroindole;6-Nitro-3-Methylindazole;3-Methyl-6-nitroindazole;3-Methyl-6-Nitro-1h-Indole;3-Methyl-6-nitroindazole>3-Methyl-6-nitro-2H-indazole;3-METHYL-6-NIFRO-1H-INDAZOLE
CBNumber
CB0855330
Molecular Formula
C8H7N3O2
Formula Weight
177.16
MOL File
6494-19-5.mol
More
Less

3-Methyl-6-nitroindazole Property

Melting point:
187-188°C
Boiling point:
384.9±22.0 °C(Predicted)
Density 
1.437
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
11.47±0.40(Predicted)
color 
Beige to Dark Yellow
InChI
InChI=1S/C8H7N3O2/c1-5-7-3-2-6(11(12)13)4-8(7)10-9-5/h2-4H,1H3,(H,9,10)
InChIKey
FUNWSYKLFDLUIZ-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC([N+]([O-])=O)=C2)C(C)=N1
CAS DataBase Reference
6494-19-5
More
Less

Safety

Risk Statements 
20/21/22
Safety Statements 
24/25-36/37
HS Code 
29339900
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

TCI Chemical
Product number
M2358
Product name
3-Methyl-6-nitroindazole
Purity
>98.0%(GC)
Packaging
5g
Price
$30
Updated
2025/07/31
TCI Chemical
Product number
M2358
Product name
3-Methyl-6-nitroindazole
Purity
>98.0%(GC)
Packaging
25g
Price
$86
Updated
2025/07/31
TRC
Product number
M325555
Product name
3-Methyl-6-nitroindazole
Packaging
10g
Price
$450
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK784783
Product name
3-Methyl-6-nitro-1H-indazole
Purity
97%
Packaging
1g
Price
$19
Updated
2021/12/16
Apolloscientific
Product number
OR350252
Product name
3-Methyl-6-nitro-1h-indazole
Purity
99%
Packaging
5g
Price
$21
Updated
2021/12/16
More
Less

3-Methyl-6-nitroindazole Chemical Properties,Usage,Production

Description

3-Methyl-6-nitroindazole is an important organic reagent or pharmaceutical intermediate compound used in the preparation of key intermediates of pazopanib. In experimental studies, it is mostly used for solubility determination, correlation and molecular interaction analysis studies in different pure and mixed solvents. The results showed that in the temperature range of (278.15 ~ 328.15)K, the molar fraction solubility of 3-Methyl-6-nitroindazole increased with increasing temperature in both pure and mixed solvent systems, and was maximum in pure N, N-dimethylformamide and minimum in water.

Chemical Properties

Brown solid

Uses

3-Methyl-6-nitroindazole a reactant used in the preparation of Pazopanib (P210925), an oral angiogenesis inhibitor targeting VEGFR and PDGFR.

Synthesis

20191-74-6

6494-19-5

Step 1: The general procedure for the synthesis of 3-methyl-6-nitro-1H-indazole from 2-ethyl-5-nitroaniline is referenced in Organic Synthesis 1955, Coll. Vol. 3, 660; 1940, 20, 73. 2-Ethyl-5-nitroaniline (1.021 g, 6.14 mmol) was dissolved in glacial acetic acid (40 ml) ) and the mixture was cooled to 0 °C. Subsequently, a solution of sodium nitrite (1 equiv, 424 mg) in water (1 ml) was added all at once. Stirring of the reaction mixture was continued for 15 min at 25 °C. After 3 h, the residual solid was removed by filtration and the filtrate was allowed to stand at room temperature for 3 days. After that, the solution was concentrated under vacuum and the residue was diluted with 2 ml of water and stirred vigorously. The solid product was collected by filtration and washed thoroughly with cold water. Finally, purification by fast chromatography (4:1 hexane/ethyl acetate) gave 3-methyl-6-nitro-1H-indazole (436 mg, 40.5% yield) as a solid.

References

[1] Li, Wanxin et al. “3-Methyl-6-nitroindazole in some aqueous co-solvent mixtures: Solubility determination, preferential solvation and solvent effect analysis.” The Journal of Chemical Thermodynamics 34 1 (2020): 0.
[2] Li Wang. “Solubility Measurement, Correlation, and Molecular Interactions of 3-Methyl-6-nitroindazole in Different Neat Solvents and Mixed Solvents from T = 278.15 to 328.15 K.” Journal of Chemical & Engineering Data 64 8 (2019): 3260–3269.

Physical properties

3-Methyl-6-nitroindazole, a slightly yellow to tawny powder with a molecular weight of 177.16, is one critical intermediate of Pazopanib. The chemical structure of 3-methyl-6-nitroindazole is shown below. Wang et al. measured the solubility of 3-methyl-6-nitroindazole in eight pure solvents [i.e., N, N-dimethylformamide (DMF), tetrahydrofuran (THF), acetone, ethyl acetate (EA), ethanol, acetonitrile, n-propanol, water] and three mixed solvents (DMF + water, THF + cyclohexane, acetone + water) at temperatures T = 278.15 to 328.15 K and under atmosphere pressure. Whether in a pure solvent or a mixed system, the results show that mole fraction solubilities of 3-methyl-6-nitroindazole increased with increasing temperature. Among the three groups of mixed solvents measured, the molar fraction of 3-methyl-6-nitroindazole in the (DMF + water) system is the maximum[1-2].

3-Methyl-6-nitroindazole Preparation Products And Raw materials

Raw materials

2-ethyl-5-nitroaniline 2-Ethylaniline Sodium nitrite Nitric acid Acetic acid Sulfuric acid

Preparation Products

More
Less

3-Methyl-6-nitroindazole Suppliers

Americas 1 Canada 3 China 265 Europe 1 France 1 Germany 1 India 14 Japan 1 Switzerland 1 Ukraine 1 United Kingdom 2 United States 18 Global 309
China Synchem Technology Co.,Ltd.
Tel
+86-0552-4929304 +86-18055277008
Fax
+86-552-4928800
Email
sales@cnsynchem.com
Country
China
ProdList
55
Advantage
65
Nanjing Intermate Technology Co., Ltd
Tel
18501091076 18501091076
Email
57715449@qq.com
Country
China
ProdList
63
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
ShangHai DEMO Chemical Co.,Ltd
Tel
400-021-7337 2355568890
Fax
0086-21-50182339
Email
sales@demochem.com
Country
China
ProdList
2572
Advantage
57
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Country
China
ProdList
18207
Advantage
66
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
Advantage
60
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9310
Advantage
66
Shangchem Co., Ltd.
Tel
+86-21-68182121
Fax
+86-21-68182121
Country
China
ProdList
882
Advantage
52
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
16075
Advantage
64
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
China DongFan Chemical Co.,LTD
Tel
86-0571-85151182
Fax
86-0571-85151182
Country
China
ProdList
5691
Advantage
66
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768836
Email
1791901229@qq.com
Country
China
ProdList
6950
Advantage
52
HuiFeiChem(WuXi) PharmaTech Co.,Ltd
Tel
0510-0510-83593305
Fax
0086-510-83593305
Email
sales@huifeichem.com
Country
China
ProdList
102
Advantage
62
skychemical Co.Ltd
Tel
021-20958197 20965099
Fax
021-20960837
Email
sales@skychemical.com
Country
China
ProdList
1183
Advantage
57
SpringPharma Tech Co.,Ltd
Tel
+86-25-68710855, +86-25-68710897
Fax
025-68710856
Email
sales@springpharma.net
Country
China
ProdList
1261
Advantage
62
Shanghai Chem-Milestone Co., Ltd
Tel
021-50273253 13641951838
Fax
+86-21-61294436
Email
chemmilestone@163.com
Country
China
ProdList
151
Advantage
62
Wuhan Arike Technology Co., Ltd.
Tel
027- 51832457 94518350
Fax
E-Mail Inquiry
Country
China
ProdList
746
Advantage
62
Nanjing Vital Chemical Co., Ltd.
Tel
Please Send Email 18652950785
Fax
025-87193546
Email
chemweiao@163.com
Country
China
ProdList
4378
Advantage
65
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
6387
Advantage
52
Beijing Taiya Jie Technology Development Co., Ltd.
Tel
021-33690831-8001 13552411790
Fax
021-33690831
Email
postmaster@tyjchem.cn
Country
China
ProdList
1542
Advantage
55
T&W GROUP
Tel
021-61551611 13296011611
Fax
＋86 21-50676805
Email
contact@trustwe.com
Country
China
ProdList
9895
Advantage
58
Tianjin YongSheng Biotechnology Co., Ltd.
Tel
022-60987737 13512258274
Fax
86-022-23500597
Email
sales@immortalbio.com
Country
China
ProdList
154
Advantage
55
Nanjing JinruiJiuAn Biotechnology Co., Ltd.
Tel
025-58196018 800028039
Fax
025-83453306
Email
sales@fartop.net
Country
China
ProdList
2229
Advantage
55
Nanjing Norris-Pharm Technology Co., Ltd
Tel
18652989687
Fax
+86-25-52131256
Email
sales@norris-pharm.com
Country
China
ProdList
8878
Advantage
55
SHANGHAI YINGRUI CHEMICAL TECHNOLOGY CO.,LTD.
Tel
21-33585366 13311639313
Fax
+86-21-34979012
Email
sales@shyrchem.com
Country
China
ProdList
806
Advantage
55
SYN|thesis med chem P/L
Tel
+86-021-50720296
Fax
+86-021-50720297
Email
service@synkinase.com
Country
China
ProdList
266
Advantage
58
SuZhou ShiYa Biopharmaceuticals, Inc.
Tel
86(512)5235 8471 17715136450
Fax
86(512)5235 6881
Email
sales@shiyabiopharm.com
Country
China
ProdList
4169
Advantage
58
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22514
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 13167063860
Fax
021-50323701
Email
anhua.mao@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
China Nobel Chem Co., Limited
Tel
+86(0)21 60484900
Fax
+86(0)21 60484900
Country
China
ProdList
764
Advantage
50
Shanghai Yolne Chemical Co., Ltd.
Tel
021-62960152
Fax
021-52212593
Email
934678158@qq.com
Country
China
ProdList
9899
Advantage
55
Shanghai Raise Chemical Technology Co.,Ltd
Tel
+86-021-50935922
Fax
+86-021-33847795
Country
China
ProdList
7865
Advantage
55
Shanghai Devinchem Ltd
Tel
027-65318838 13646286950
Email
sales@devinchem.com
Country
China
ProdList
2953
Advantage
58
Wuhan DKY Technology Co.,Ltd.
Tel
027-27-81302488 15972195220
Fax
027-81302088
Email
info@dkybpc.com
Country
China
ProdList
1758
Advantage
58
Shanghai JONLN Reagent Co., Ltd.
Tel
400-0066400 13621662912
Fax
021-55660885
Email
422131432@qq.com
Country
China
ProdList
9979
Advantage
55
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
39966
Advantage
60
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18333
Advantage
56
Chengdu HuaXia Chemical Reagent Co. Ltd
Tel
400-1166-196 13458535857
Fax
QQ：800101999
Email
cdhxsj@163.com
Country
China
ProdList
13350
Advantage
58
Finetech Industry Limited
Tel
027-87465837 19945049750
Fax
027-8777-2287
Email
sales@finetechnology-ind.com
Country
China
ProdList
9637
Advantage
58
Hunan HuaTeng Pharmaceutical Co., Ltd.,
Tel
400-8592883
Fax
0731-82251112
Email
sales@huatengsci.com
Country
China
ProdList
5872
Advantage
58
Shanghai YuLue Chemical Co., Ltd.
Tel
021-60345187 13671753212
Fax
021-34702061
Email
lzz841106@aliyun.com
Country
China
ProdList
10263
Advantage
55
Shanghai Song Yuan Chemical Technology Co., Ltd.
Tel
010-1234567 18521000990
Fax
86-021-33275113
Email
sonyuanchemical@163.com
Country
China
ProdList
6479
Advantage
50
Nanjing Chalf-Pharm Technology Co., Ltd.
Tel
025-57018978 18251899859
Fax
025-57018008
Email
sales@chalf-pharm.com
Country
China
ProdList
5674
Advantage
50
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66028182 18626450290
Email
yftan@aikonchem.com
Country
China
ProdList
16679
Advantage
50
Credit Asia Chemical Co., Ltd.
Tel
+86 (21) 61124340
Fax
+86 (21) 6129-4103
Country
China
ProdList
9756
Advantage
58
Taizhou KEDE Chemical Co., Ltd
Tel
0576-84613060 13093829633
Fax
0576-84613060
Email
sales@kedechemical.com
Country
China
ProdList
299
Advantage
60
Hubei Jusheng Technology Co.,Ltd
Tel
027-59599241 18871490274
Fax
027-59599241
Email
1400878000@qq.com
Country
China
ProdList
9858
Advantage
58
More
Less

View Lastest Price from 3-Methyl-6-nitroindazole manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
3-Methyl-6-nitroindazole 6494-19-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-05-15
Henan Fengda Chemical Co., Ltd
Product
3-Methyl-6-nitroindazole 6494-19-5
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-16
Guangzhou Sunton Biotechnology Co., Ltd.
Product
3-methyl-6-nitro-1H-indazole 6494-19-5
Price
US $50.00-30.00/ASSAYS
Min. Order
1化验
Purity
99.%
Supply Ability
2 tons
Release date
2021-06-04

6494-19-5, 3-Methyl-6-nitroindazoleRelated Search:

Methylparaben Tolyltriazole METSULFURON METHYL Methyl acrylate 1-CHLOROMETHYL-1H-1,2,4-TRIAZOLE Bensulfuron methyl Kresoxim-methyl 5-Methyl-1H-benzotriazole Methanol Methyl cellulose 6-Nitroindazole Methyl 2-Ethyl-5-nitrobenzenamine ,98% 5-Amino-2-methylbenzenesulfonamide N4-(2,3-Dimethyl-2H-indazol-6-yl)-N4-methyl-2,4-pyrimidinediamine Pazopanib Impurity 48 3-methyl-1H-indazol-6-amine 5-Amino-2,3-dimethyl-2H-indazole

  • 3-Methyl-6-nitroindole
  • 3-Methyl-6-Nitro-1h-Indole
  • 3-METHYL-6-NITRO-1H-INDOZOLE
  • 3-METHYL-6-NIFRO-1H-INDAZOLE
  • 3-Methyl-6-nitro-2H-indazole
  • 3-METHYL-6-NIFRO-1H-INDAZOLE,99+%
  • 3-Methyl-6-nitro-1H-indazole ,97%
  • 3-Methyl-6-nitro-1H-indaz...
  • 1H-Indazole, 3-Methyl-6-nitro-
  • 3-Methyl-6-Nitro-1H-
  • 6-Nitro-3-Methylindazole
  • 3-Methyl-6-nitro-1H-indazole≥ 99% (HPLC)
  • 3-methyl-6-nitro-1h-indazole
  • 3-Methyl-6-nitroindazole
  • 3-Methyl-6-nitro-1h-indazole 99%
  • 3-Methyl-6-nitroindazole&gt
  • Pazopanib Impurity 49
  • -6-nitro-1H-indazoL
  • methyl 5-amino-2-methylbenzenesulfonate
  • 6494-19-5
  • 6494-19-6
  • Heterocyclic Compound
  • Indole