Physical Form
ChemicalBook > CAS DataBase List > 6-Iodo-1H-indazole

6-Iodo-1H-indazole

Physical Form
Product Name
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
Formula Weight
244.03
MOL File
261953-36-0.mol
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6-Iodo-1H-indazole Property

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
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Safety

HS Code 
29339980
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical
Product number
I0933
Product name
6-Iodoindazole
Purity
>98.0%(GC)
Packaging
1g
Price
$168
Updated
2024/03/01
TCI Chemical
Product number
I0933
Product name
6-Iodoindazole
Purity
>98.0%(GC)
Packaging
5g
Price
$584
Updated
2024/03/01
TRC
Product number
I707370
Product name
6-Iodo-1H-indazole
Packaging
250mg
Price
$140
Updated
2021/12/16
Matrix Scientific
Product number
068734
Product name
6-Iodoindazole
Purity
95+%
Packaging
1g
Price
$98
Updated
2021/12/16
Matrix Scientific
Product number
068734
Product name
6-Iodoindazole
Purity
95+%
Packaging
5g
Price
$337
Updated
2021/12/16
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6-Iodo-1H-indazole Chemical Properties,Usage,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].

6-Iodo-1H-indazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 6-Iodo-1H-indazole manufacturers

Jinan Million Pharmaceutical Co., Ltd
Product
6-Iodo-1H-indazole 261953-36-0
Price
US $1.00-0.50/kg
Min. Order
1kg
Purity
99%
Supply Ability
200
Release date
2023-12-11
Hebei Mujin Biotechnology Co.,Ltd
Product
6-IODO (1H)INDAZOLE 261953-36-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-30
Hebei Mojin Biotechnology Co.,Ltd
Product
6-IODO (1H)INDAZOLE 261953-36-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000KG/month
Release date
2024-08-14