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 ISO 9001：2015 REACH
- CBNumber:
- CB2178484
- Molecular Formula:
- C7H5IN2
- Molecular Weight:
- 244.03
- MOL File:
- 261953-36-0.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/6/6 16:20:44
| 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(2)
6-Iodo-1H-indazole Chemical Properties,Uses,Production
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].
6-Iodo-1H-indazole Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| VASISTA LIFE SCIENCES PRIVATE LIMITED | +91-04029554774 +91-9010855544 | Hyderabad, India | 153 | 58 | Inquiry |
| CPR LABORATORIES PRIVATE LIMITED | +91-9966778912 +91-9966778912 | AndhraPradesh, India | 17 | 58 | Inquiry |
| Infinium Pharmachem Limited | +91-2692238849 +91-2692238850 | Gujarat, India | 65 | 58 | Inquiry |
| TYNDAL LABS PVT LTD | +91-8008166674 +91-8008166674 | AndhraPradesh, India | 95 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| RVR Labs Pvt Ltd | +91-9912882943 +91-9912882943 | Hyderabad, India | 53 | 58 | Inquiry |
| AATAMI Molecular Research Laboratories Pvt Ltd (AMRL) | +91-8985184986 +91-8148739767 | Telangana, India | 985 | 58 | Inquiry |
| BASR Fine Chemicals Pvt. Ltd. | +91-9848230391 +91-9848230391 | Telangana, India | 908 | 58 | Inquiry |
| ALS INDIA LIFE SCIENCES | +91-8977036379 +91-8977036379 | Hyderabad, India | 1879 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
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