6-Iodo-1H-indazole
- CAS No.
- 261953-36-0
- Chemical Name:
- 6-Iodo-1H-indazole
- Synonyms
- 6-IODOINDAZOLE;1H-Indazole, 6-iodo-;6-IodoindazoL;6-iodo-1h1indazole;6-IODO (1H)INDAZOLE;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
- TDS File:
- TDS
| 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 | |||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
6-Iodo-1H-indazole price More Price(62)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | I0933 | 6-Iodoindazole >98.0%(GC) | 261953-36-0 | 1g | $121 | 2026-04-30 | Buy |
| TCI Chemical | I0933 | 6-Iodoindazole >98.0%(GC) | 261953-36-0 | 5g | $421 | 2026-04-30 | Buy |
| Usbiological | 280866 | 6-Iodo (1H)indazole Asreported | 261953-36-0 | 100mg | $379 | 2026-06-03 | Buy |
| Usbiological | 280866 | 6-Iodo (1H)indazole Asreported | 261953-36-0 | 250mg | $482 | 2026-06-03 | Buy |
| Usbiological | 280866 | 6-Iodo (1H)indazole Asreported | 261953-36-0 | 500mg | $651 | 2026-06-03 | 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 | |
|---|---|---|---|---|---|
| Jinan XinKe Pharmaceutical Technology Co., Ltd. | 0531-88259693 18660188356 | 2820602043@qq.com | China | 78 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Yangzhou Siyu Chemical Co.,Ltd. | 0514-87325867 | sales@siyuchem.com | China | 370 | 55 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Shanghai Scientia Pharmaceutical Technology Co., Ltd. | 21-21-54301573 13917723525 | sales@scientiapharm.com | China | 260 | 62 |
View Lastest Price from 6-Iodo-1H-indazole manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-03 | 6-Iodo-1H-indazole
261953-36-0
|
1kg | ≥98% by HPLC | 100kg/month | Zison Pharmaceutical (Shandong) Co., Ltd. | ||
 |
2026-09-02 | 6-Iodo-1H-indazole
261953-36-0
|
$1.00-2.00 | 1KG | 99% | Henan Fengda Chemical Co., Ltd | ||
 |
2026-08-20 | 6-IODO (1H)INDAZOLE
261953-36-0
|
$1.10 | 1g | 99.0% Min | 100 Tons | Dideu Industries Group Limited |
-
- 6-Iodo-1H-indazole
261953-36-0
- ≥98% by HPLC
- Zison Pharmaceutical (Shandong) Co., Ltd.
-
- 6-Iodo-1H-indazole
261953-36-0
- $1.00-2.00
- 99%
- Henan Fengda Chemical Co., Ltd
-
- 6-IODO (1H)INDAZOLE
261953-36-0
- $1.10
- 99.0% Min
- Dideu Industries Group Limited
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