2,3-dimethyl-6-nitro-2H-indazole
- Product Name
- 2,3-dimethyl-6-nitro-2H-indazole
- CAS No.
- 444731-73-1
- Chemical Name
- 2,3-dimethyl-6-nitro-2H-indazole
- Synonyms
- Pazopanil impurity 11;Pazopanib Impurity 19;3-Methly-6-nitroindazole;2,3-dimethyl-6-nitrobazole;2,3-Dimethyl-6-nitro-1H-i...;2,3-dimethyl-6-nitro-indazole;3-diMethyl-6-nitro-2H-indazole;2,3-Dimethyl-6-Nitro-2H-Indazol;2,3-dimethyl-6-nitro-1H-indazole;2,3-DIMETHYL-6-NITRO-2H-INDAZOLE
- CBNumber
- CB82455022
- Molecular Formula
- C9H9N3O2
- Formula Weight
- 191.19
- MOL File
- 444731-73-1.mol
2,3-dimethyl-6-nitro-2H-indazole Property
- Melting point:
- 183-186°C
- Boiling point:
- 377.0±22.0 °C(Predicted)
- Density
- 1.36±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- -0.55±0.30(Predicted)
- form
- Solid
- color
- Yellow
- InChI
- InChI=1S/C9H9N3O2/c1-6-8-4-3-7(12(13)14)5-9(8)10-11(6)2/h3-5H,1-2H3
- InChIKey
- JHGRUPGVUMAQQU-UHFFFAOYSA-N
- SMILES
- N1=C2C(C=CC([N+]([O-])=O)=C2)=C(C)N1C
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory 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.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- D471055
- Product name
- 2,3-Dimethyl-6-nitro-2H-indazole
- Packaging
- 500mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- 159866
- Product name
- 2,3-Dimethyl-6-nitro-2H-indazole
- Packaging
- 500mg
- Price
- $425
- Updated
- 2021/12/16
- Product number
- 4H55-1-71
- Product name
- 2,3-Dimethyl-6-nitro-1H-indazole
- Packaging
- 1g
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 068596
- Product name
- 2,3-Dimethyl-6-nitro-1H-indazole
- Purity
- >95%
- Packaging
- 1g
- Price
- $45
- Updated
- 2021/12/16
- Product number
- FD148529
- Product name
- 2,3-Dimethyl-6-nitro-2H-indazole
- Packaging
- 25mg
- Price
- $54
- Updated
- 2021/12/16
2,3-dimethyl-6-nitro-2H-indazole Chemical Properties,Usage,Production
Uses
2,3-Dimethyl-6-nitro-2H-indazole is an impurity in the synthesis of Pazopanib (P210925) hydrochloride, an oral angiogenesis inhibitor targeting VEGFR and PDGFR.
Synthesis
6494-19-5
616-38-6
444731-73-1
General procedure for the synthesis of 2,3-dimethyl-6-nitroindazole (2a) from 3-methyl-6-nitro-1H-indazole (1a, 10.00 g, 56 mmol) and dimethyl carbonate (DMC, 6.04 g, 67 mmol): first, 3-methyl-6-nitro-1H-indazole and triethylenediamine (DABCO, 6.40 g, 56 mmol) were dissolved in 100 mL of N,N-dimethylformamide (DMF). The reaction mixture was stirred at room temperature for 15 min, followed by slow dropwise addition of dimethyl carbonate. After the dropwise addition, the reaction system was heated to reflux temperature with continuous stirring for 6 hours. Upon completion of the reaction, the mixture was cooled to room temperature, 120 mL of water was added and stirred for 15 minutes, at which time a large amount of light yellow solid precipitated. The solid product was collected by filtration and dried to give 2,3-dimethyl-6-nitroindazole (2a, 8.66 g, 81.1% yield). The melting point of the product was 187~187.6 °C. 1H NMR (400 MHz, DMSO-d6) δ: 2.67 (s, 3H), 4.14 (s, 3H), 7.73 (d, J = 9.2 Hz, 1H), 7.93 (d, J = 8.8 Hz, 1H), 8.51 (s, 1H).
structure and hydrogen bonding
In the mol-ecule of 2,3-dimethyl-6-nitro-2H-indazole, C9H9N3O2, the indazole ring system is almost planar [maximum deviation = 0.019 (3) Å for the C atom bearing the nitro group]. In the crystal structure, inter-molecular C—H...O inter-actions link the mol-ecules into centrosymmetric dimers, forming R 2 2(18) ring motifs. Aromatic π–π contacts between indazole rings [centroid–centroid distances = 3.632 (1) and 3.705 (1)?] may further stabilize the structure[1].
References
[1] Yan Chen, Ping Wei, Zheng Fang. “2,3-Dimethyl-6-nitro-2H-indazole.” Acta crystallographica. Section E, Structure reports online 65 Pt 8 (2009): o1775.
2,3-dimethyl-6-nitro-2H-indazole Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2,3-dimethyl-6-nitro-2H-indazole manufacturers
- Product
- 2,3-Dimethyl-6-nitroindazole 444731-73-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- Purity: 99%
- Supply Ability
- 500tons
- Release date
- 2025-07-21
- Product
- 2,3-DIMETHYL-6-NITRO-2H-INDAZOLE 444731-73-1
- Price
- US $6.00-0.20/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-03-28
- Product
- 2, 3-dimethyl-6-nitroindazole 444731-73-1
- Price
- US $48.00-40.00/KG
- Min. Order
- 1KG
- Purity
- 99.99%
- Supply Ability
- 20 tons
- Release date
- 2021-06-09