6-Iodo-1H-indazole
- CAS No.
- 261953-36-0
- Chemical Name:
- 6-Iodo-1H-indazole
- Synonyms
- 6-IODOINDAZOLE;6-IodoindazoL;6-iodo-1h1indazole;6-IODO (1H)INDAZOLE;1H-Indazole, 6-iodo-;Axitinib Intermediate 3;6-Iodo-(1H)indazole, 96%;6-IODO (1H)INDAZOLE ISO 9001：2015 REACH
- CBNumber:
- CB2178484
- Molecular Formula:
- C7H5IN2
- Molecular Weight:
- 244.03
- MDL Number:
- MFCD04114695
- MOL File:
- 261953-36-0.mol
- MSDS File:
- SDS
| Melting point | 207.0 to 211.0 °C |
|---|---|
| Boiling point | 358.2±15.0 °C(Predicted) |
| Density | 2.082±0.06 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| pka | 12.96±0.40(Predicted) |
| form | Liquid |
| color | Clear colorless to light yellow |
| InChI | InChI=1S/C7H5IN2/c8-6-2-1-5-4-9-10-7(5)3-6/h1-4H,(H,9,10) |
| InChIKey | RSGAXJZKQDNFEP-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=CC(I)=C2)C=N1 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 | |||||||||
| HS Code | 29339980 | |||||||||
| NFPA 704 |
|
6-Iodo-1H-indazole price More Price(26)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | I0933 | 6-Iodoindazole >98.0%(GC) | 261953-36-0 | 1g | $151 | 2025-07-31 | Buy |
| TCI Chemical | I0933 | 6-Iodoindazole >98.0%(GC) | 261953-36-0 | 5g | $526 | 2025-07-31 | Buy |
| TRC | I707370 | 6-Iodo-1H-indazole | 261953-36-0 | 250mg | $140 | 2021-12-16 | Buy |
| SynQuest Laboratories | 3H32-H-07 | 6-Iodo-1H-indazole 98% | 261953-36-0 | 5G | $125 | 2021-12-16 | Buy |
| Matrix Scientific | 068734 | 6-Iodoindazole 95+% | 261953-36-0 | 1g | $98 | 2021-12-16 | Buy |
6-Iodo-1H-indazole Chemical Properties,Uses,Production
Physical Form
Light yellow to Brown powder to crystal
Uses
6-Iodo-1H-indazole is an intermediate used to synthesize inhibitors of Chk1.
Synthesis Reference(s)
[1] NOOLVI M N, PATEL H M. Small Molecule Tyrosine Kinase Inhibitors: The New Dawn for Cancer Therapy[J]. Letters in Drug Design & Discovery, 1900, 9(1): 84-125. DOI:10.2174/157018012798192892.
Synthesis
Revill P. and co-worker synthesized Axitinib by
iodination of 6-iodo-1H-indazole (100) to give 3,6-di iodo-
1H-indazole (101) ,which on further reaction with 2-
mercapto-N-methylbenzenesulfinamide gives 2-(3-iodo-1Hindazol-6-ylthio)-N-methylbenzamide (101), the same can be
obtained via 2-(1H-indazol-6-ylthion)-N-methylbenzamide
(102) starting from 6-iodo-1H-indazole (100) through
alternative route. N-protection of 2-(3-iodo-1H-indazol-6-
ylthio)-N-methylbenzamide (101) by Boc2, DMAP or DHP,
TsOH gives respective N-protected intermediates 103, 104.
Further treatment of 103, 104 with 2-vinyl pyridine give rise
to N-protected-2-(1-methyl-3-(2-(pyridine-2-yl) vinyl)-1Hindazole-6-ylthio) benzothioamide 105 and 106. Deprotection of 105 and 106 gives destination compound
axitinib (107), the same can be obtained without protection
from 2-(3-iodo-1H-indazol-6-ylthio)-N-methylbenzamide
(101) by simple reaction with 2-vinyl pyridine[1].
References
[1] Patent: EP3127900, 2017, A1. Location in patent: Paragraph 0250; 0251
[2] Patent: US6531491, 2003, B1
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 11, p. 3177 - 3180
[4] Patent: US6716837, 2004, B1. Location in patent: Page column 30
[5] Patent: WO2017/68064, 2017, A1. Location in patent: Page/Page column 183; 184
6-Iodo-1H-indazole Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Zison Pharmaceutical (Shandong) Co., Ltd. | +86-0086-531-88259693 +86-18660188356 | tracy.li@zisonpharm.com | China | 78 | 58 |
| Hebei Chuanghai Biotechnology Co., Ltd | +8617732866630 | abby@chuanghaibio.com | China | 8773 | 58 |
| Hebei Mujin Biotechnology Co.,Ltd | +8613288715578 | sales@hbmojin.com | China | 12580 | 58 |
| Henan Bao Enluo International TradeCo.，LTD | +86-17331933971 | deasea125996@gmail.com | China | 2472 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20202 | 58 |
| Hebei Ganmiao New material Technology Co., LTD | +86-17332992504 | sales8@hbganmiao.com | China | 300 | 58 |
| Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29733 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21622 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| Anqing Chico Pharmaceutical Co., Ltd. | 15380796838 | chloewu@chicopharm.cn | CHINA | 340 | 58 |
View Lastest Price from 6-Iodo-1H-indazole manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-08-08 | 6-IODO (1H)INDAZOLE
261953-36-0
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mujin Biotechnology Co.,Ltd | |
 |
2025-07-02 | 6-Iodo-1H-indazole
261953-36-0
|
US $0.00-0.00 / kg | 1kg | ≥98% by HPLC | 100kg/month | Zison Pharmaceutical (Shandong) Co., Ltd. | |
 |
2025-06-24 | 6-IODO (1H)INDAZOLE
261953-36-0
|
US $1.00 / KG | 1KG | 99% | 10 mt | Hebei Chuanghai Biotechnology Co., Ltd |
-
- 6-IODO (1H)INDAZOLE
261953-36-0
- US $0.00 / KG
- 99%
- Hebei Mujin Biotechnology Co.,Ltd
-
- 6-Iodo-1H-indazole
261953-36-0
- US $0.00-0.00 / kg
- ≥98% by HPLC
- Zison Pharmaceutical (Shandong) Co., Ltd.
-
- 6-IODO (1H)INDAZOLE
261953-36-0
- US $1.00 / KG
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
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