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6-Iodo-3-methyl-1H-indazole is an indazole derivative with the molecular formula C9H8IN, featuring an iodo group at the 6th position and a methyl group at the 3rd position. This chemical compound has garnered interest in medicinal chemistry and research due to its potential pharmaceutical applications, particularly in the development of new drugs. Indazole derivatives are known for their diverse biological activities, such as anti-inflammatory, anti-cancer, and anti-microbial properties. The unique substitution pattern in 6-Iodo-3-methyl-1H-indazole may enhance its pharmacological properties and contribute to its therapeutic benefits. Moreover, the presence of an iodo group also renders 6-Iodo-3-methyl-1H-indazole valuable for labeling studies in biochemistry and molecular biology.

1082041-53-9

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1082041-53-9 Usage

Uses

Used in Pharmaceutical Industry:
6-Iodo-3-methyl-1H-indazole is used as a pharmaceutical candidate for the development of new drugs, leveraging its potential anti-inflammatory, anti-cancer, and anti-microbial properties. The structural modifications introduced in the indazole core may enhance its therapeutic efficacy and selectivity.
Used in Medicinal Chemistry Research:
6-Iodo-3-methyl-1H-indazole serves as a valuable compound in medicinal chemistry research, where it can be further modified and optimized to discover novel drug candidates with improved pharmacological profiles.
Used in Biochemistry and Molecular Biology:
6-Iodo-3-methyl-1H-indazole is used as a labeling agent in biochemistry and molecular biology studies, taking advantage of the iodo group for easy detection and tracking of biomolecules in various experimental setups.

Check Digit Verification of cas no

The CAS Registry Mumber 1082041-53-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,8,2,0,4 and 1 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1082041-53:
(9*1)+(8*0)+(7*8)+(6*2)+(5*0)+(4*4)+(3*1)+(2*5)+(1*3)=109
109 % 10 = 9
So 1082041-53-9 is a valid CAS Registry Number.

1082041-53-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-iodo-3-methyl-2H-indazole

1.2 Other means of identification

Product number -
Other names 1H-INDAZOLE,6-IODO-3-METHYL

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1082041-53-9 SDS

1082041-53-9Synthetic route

3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

C8H7IN2
1082041-53-9

C8H7IN2

6-iodo-3-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

6-iodo-3-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

Conditions
ConditionsYield
With methanesulfonic acid In tetrahydrofuran at 80℃; for 8h; Inert atmosphere;81%
C8H7IN2
1082041-53-9

C8H7IN2

methyl 2,2,2-trichloroacetimidate
2533-69-9

methyl 2,2,2-trichloroacetimidate

6-iodo-2,3-dimethyl-2H-indazole
1234616-58-0

6-iodo-2,3-dimethyl-2H-indazole

Conditions
ConditionsYield
Stage #1: C8H7IN2 With trifluorormethanesulfonic acid In dichloromethane at 25 - 35℃; Inert atmosphere;
Stage #2: methyl 2,2,2-trichloroacetimidate In dichloromethane at 20℃; Inert atmosphere; regioselective reaction;
C8H7IN2
1082041-53-9

C8H7IN2

3-((3-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-yl)thio)propanoic acid

3-((3-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-yl)thio)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanesulfonic acid / tetrahydrofuran / 8 h / 80 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / N,N-dimethyl acetamide / 2 h / 150 °C / Inert atmosphere
3: lithium hydroxide; water / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere
View Scheme
C8H7IN2
1082041-53-9

C8H7IN2

3-((3-methyl-1H-indazol-6-yl)thio)-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)propanamide

3-((3-methyl-1H-indazol-6-yl)thio)-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)propanamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: methanesulfonic acid / tetrahydrofuran / 8 h / 80 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / N,N-dimethyl acetamide / 2 h / 150 °C / Inert atmosphere
3: lithium hydroxide; water / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere
4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C
5: trifluoroacetic acid / dichloromethane / 4 h / 20 °C
View Scheme
C8H7IN2
1082041-53-9

C8H7IN2

methyl 3-((3-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-yl)thio)propanoate

methyl 3-((3-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-yl)thio)propanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanesulfonic acid / tetrahydrofuran / 8 h / 80 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / N,N-dimethyl acetamide / 2 h / 150 °C / Inert atmosphere
View Scheme
C8H7IN2
1082041-53-9

C8H7IN2

C29H36F3N5O2S

C29H36F3N5O2S

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: methanesulfonic acid / tetrahydrofuran / 8 h / 80 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / N,N-dimethyl acetamide / 2 h / 150 °C / Inert atmosphere
3: lithium hydroxide; water / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere
4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C
View Scheme

1082041-53-9Upstream product

1082041-53-9Downstream Products

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