Welcome to LookChem.com Sign In|Join Free

CAS

  • or

194032-33-2

Post Buying Request

194032-33-2 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

194032-33-2 Usage

General Description

4-Fluoroisoquinoline-5-sulfonyl chloride is a chemical compound with the molecular formula C9H6ClFNO2S. It is a sulfonyl chloride derivative of 4-fluoroisoquinoline, containing a sulfonamide functional group. This chemical is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is a versatile building block in organic synthesis, particularly in the preparation of sulfonamide-containing compounds. 4-Fluoroisoquinoline-5-sulfonyl chloride has potential applications in medicinal chemistry and drug development due to its ability to react with various nucleophiles to form diverse chemical structures. However, it is important to handle this chemical with care, as it can be corrosive and may cause irritation to the skin and respiratory system.

Check Digit Verification of cas no

The CAS Registry Mumber 194032-33-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,4,0,3 and 2 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 194032-33:
(8*1)+(7*9)+(6*4)+(5*0)+(4*3)+(3*2)+(2*3)+(1*3)=122
122 % 10 = 2
So 194032-33-2 is a valid CAS Registry Number.

194032-33-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Fluoroisoquinoline-5-sulfonyl chloride

1.2 Other means of identification

Product number -
Other names 4-fluoro-5-isoquinolinesulfonyl chloride

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:194032-33-2 SDS

194032-33-2Synthetic route

4-bromoisoquinoline
1532-97-4

4-bromoisoquinoline

A

4-aminoisoquinoline
23687-25-4

4-aminoisoquinoline

B

4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

4-fluoroisoquinoline-5-amine
928664-14-6

4-fluoroisoquinoline-5-amine

4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

Conditions
ConditionsYield
Stage #1: 4-fluoroisoquinoline-5-amine With hydrogenchloride; sodium nitrate In water at -15℃; for 1h; Inert atmosphere;
Stage #2: With sulfur dioxide; acetic acid; copper(l) chloride In 1,4-dioxane; water at -5 - 0℃; for 2h;
4-­fluoroisoquinoline
394-67-2

4-­fluoroisoquinoline

4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sulfuric acid; potassium nitrate / 12 h / 25 °C / Inert atmosphere
2.1: zinc; ammonium chloride / water; tetrahydrofuran / 5 h / 25 °C / Inert atmosphere
3.1: hydrogenchloride; sodium nitrate / water / 1 h / -15 °C / Inert atmosphere
3.2: 2 h / -5 - 0 °C
View Scheme
4-­fluoroisoquinoline
394-67-2

4-­fluoroisoquinoline

A

4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

B

C9H5ClFNO2S

C9H5ClFNO2S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid / acetone / 2 h / 0 - 10 °C / Inert atmosphere; Large scale reaction
2.1: sulfur trioxide / 19 h / 30 °C / Inert atmosphere; Large scale reaction
2.2: 7 h / 30 - 70 °C / Inert atmosphere
View Scheme
4-fluoroisoquinoline sulfate
906820-09-5

4-fluoroisoquinoline sulfate

A

4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

B

C9H5ClFNO2S

C9H5ClFNO2S

Conditions
ConditionsYield
Stage #1: 4-fluoroisoquinoline sulfate With sulfur trioxide at 30℃; for 19h; Inert atmosphere; Large scale reaction;
Stage #2: With thionyl chloride at 30 - 70℃; for 7h; Inert atmosphere;
4-bromoisoquinoline
1532-97-4

4-bromoisoquinoline

4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -65 °C
1.2: 11.5 h / -65 - 25 °C / Inert atmosphere
2.1: sulfuric acid; potassium nitrate / 12 h / 25 °C / Inert atmosphere
3.1: zinc; ammonium chloride / water; tetrahydrofuran / 5 h / 25 °C / Inert atmosphere
4.1: hydrogenchloride; sodium nitrate / water / 1 h / -15 °C / Inert atmosphere
4.2: 2 h / -5 - 0 °C
View Scheme
4-fluoro-5-nitroisoquinoline
928664-13-5

4-fluoro-5-nitroisoquinoline

4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: zinc; ammonium chloride / water; tetrahydrofuran / 5 h / 25 °C / Inert atmosphere
2.1: hydrogenchloride; sodium nitrate / water / 1 h / -15 °C / Inert atmosphere
2.2: 2 h / -5 - 0 °C
View Scheme
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

2-(S)-2-amino-N-(tert-butoxycarbonyl)-N-(4-tert-butyldimethylsilyloxybutyl)propylamine
1011465-99-8

2-(S)-2-amino-N-(tert-butoxycarbonyl)-N-(4-tert-butyldimethylsilyloxybutyl)propylamine

2-(S)-1-(4-fluoroisoquinoline-5-sulfonyl)-N-(tert-butoxycarbonyl)-N-(4-tert-butyldimethylsilyloxybutyl)propylamine
1011466-00-4

2-(S)-1-(4-fluoroisoquinoline-5-sulfonyl)-N-(tert-butoxycarbonyl)-N-(4-tert-butyldimethylsilyloxybutyl)propylamine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;66%
With triethylamine; dmap In dichloromethane at 0 - 20℃; for 16h;66.8%
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

(S)-2-amino-N-(tert-butoxycarbonyl)-N-(3-tert-butyldimethylsilanyloxypropyl)propylamine
1011466-10-6

(S)-2-amino-N-(tert-butoxycarbonyl)-N-(3-tert-butyldimethylsilanyloxypropyl)propylamine

(S)-2-(4-fluoroisoquinoline-5-sulfonamido)-N-(tert-butoxycarbonyl)-N-(3-tert-butyldimethylsilyloxypropyl)propylamine

(S)-2-(4-fluoroisoquinoline-5-sulfonamido)-N-(tert-butoxycarbonyl)-N-(3-tert-butyldimethylsilyloxypropyl)propylamine

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at -5 - 30℃; for 16.75h;58.2%
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

hexahydro-5-methyl-1H-1,4-diazepine
22777-05-5

hexahydro-5-methyl-1H-1,4-diazepine

1-(4-Fluoro-5-isoquinolinesulfonyl)-5-methylhexahydro-1H-1,4-diazepine

1-(4-Fluoro-5-isoquinolinesulfonyl)-5-methylhexahydro-1H-1,4-diazepine

4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

2,5-dimethylpiperazine
106-55-8

2,5-dimethylpiperazine

1-(4-fluoro-5-isoquinolinesulfonyl)-2,5-dimethylpiperazine

1-(4-fluoro-5-isoquinolinesulfonyl)-2,5-dimethylpiperazine

1,4-Diazacycloheptane
505-66-8

1,4-Diazacycloheptane

4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

1-(4-fluoro-5-isoquinolinesulfonyl)hexahydro-1H-1,4-diazepine

1-(4-fluoro-5-isoquinolinesulfonyl)hexahydro-1H-1,4-diazepine

4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

2-(S)-1-(4-fluoroisoquinoline-5-sulfonyl)-N-(tert-butoxycarbonyl)-N-(4-hydroxybutyl)propylamine
1011466-01-5

2-(S)-1-(4-fluoroisoquinoline-5-sulfonyl)-N-(tert-butoxycarbonyl)-N-(4-hydroxybutyl)propylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 20 °C
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
View Scheme
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

(S)-octahydro-4-(tert-butoxycarbonyl)-1-(4-fluoroisoquinoline-5-sulfonyl)-2-methyl-1,4-diazocine

(S)-octahydro-4-(tert-butoxycarbonyl)-1-(4-fluoroisoquinoline-5-sulfonyl)-2-methyl-1,4-diazocine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 20 °C
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 20 °C
View Scheme
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

(S)-octahydro-1-(4-fluoroisoquinoline-5-sulfonyl)-2-methyl-1,4-diazocine dihydrochloride

(S)-octahydro-1-(4-fluoroisoquinoline-5-sulfonyl)-2-methyl-1,4-diazocine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 20 °C
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 20 °C
4: hydrogenchloride / 1,4-dioxane; ethyl acetate / 20 °C
View Scheme
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

(S)-2-(4-fluoroisoquinoline-5-sulfonamido)-N-(tert-butoxycarbonyl)-N-(3-hydroxypropyl)propylamine

(S)-2-(4-fluoroisoquinoline-5-sulfonamido)-N-(tert-butoxycarbonyl)-N-(3-hydroxypropyl)propylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine; dmap / dichloromethane / 16.75 h / -5 - 30 °C
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 22 h / 20 - 30 °C
View Scheme
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

(S)-tert-butyl 4-[(4-fluoroisoquinoline-5-yl)sulfonyl]-3-methyl-1,4-diazepane-1-carboxylate
1360538-86-8

(S)-tert-butyl 4-[(4-fluoroisoquinoline-5-yl)sulfonyl]-3-methyl-1,4-diazepane-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; dmap / dichloromethane / 16.75 h / -5 - 30 °C
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 22 h / 20 - 30 °C
3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / -5 - 30 °C
View Scheme
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

(S)-(-)-1-(4-fluoro-5-isoquinolinesulfonyl)-2-methyl-1,4-homopiperazine
223645-67-8

(S)-(-)-1-(4-fluoro-5-isoquinolinesulfonyl)-2-methyl-1,4-homopiperazine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine; dmap / dichloromethane / 16.75 h / -5 - 30 °C
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 22 h / 20 - 30 °C
3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / -5 - 30 °C
4: hydrogenchloride / ethyl acetate / -5 - 0 °C
View Scheme
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

4-fluoro-5-(tributylstannyl)isoquinoline

4-fluoro-5-(tributylstannyl)isoquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate; sodium sulfite / water / 3 h / 80 °C
2: silver carbonate; bis(tri-t-butylphosphine)palladium(0) / N,N-dimethyl acetamide / 1 h / 140 °C / Inert atmosphere
View Scheme
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

C9H5FNO2S(1-)*Na(1+)

C9H5FNO2S(1-)*Na(1+)

Conditions
ConditionsYield
With sodium hydrogencarbonate; sodium sulfite In water at 80℃; for 3h;
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

6-chloroindoline
52537-00-5

6-chloroindoline

5-(6-chloroindolin-1-yl)sulfonyl-4-fluoroisoquinoline

5-(6-chloroindolin-1-yl)sulfonyl-4-fluoroisoquinoline

Conditions
ConditionsYield
With triethylamine In dichloromethane at 25℃; for 12h; Inert atmosphere;0.2 g
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

5-(6-chloroindolin-1-yl)sulfonyl-4-fluoro-2-oxidoisoquinolin-2-ium

5-(6-chloroindolin-1-yl)sulfonyl-4-fluoro-2-oxidoisoquinolin-2-ium

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 12 h / 25 °C / Inert atmosphere
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 25 °C / Inert atmosphere
View Scheme
4-fluoro-5-isoquinolinesulfonyl chloride
194032-33-2

4-fluoro-5-isoquinolinesulfonyl chloride

5-((6-chloroindolin-1-yl)sulfonyl)-4-fluoroisoquinolin-1-ol

5-((6-chloroindolin-1-yl)sulfonyl)-4-fluoroisoquinolin-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 12 h / 25 °C / Inert atmosphere
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 25 °C / Inert atmosphere
3: acetic anhydride / 8 h / 110 °C / Inert atmosphere
View Scheme

194032-33-2Downstream Products

194032-33-2Relevant articles and documents

ROCK KINASE INHIBITORS

-

, (2020/05/29)

The present invention relates to compounds that inhibit ROCK activity. In particular, the present invention relates to compounds, pharmaceutical compositions and methods of use, such as methods of inhibiting ROCK activity and methods for treating, for example cerebral cavernous malformation syndrome (CCM) and cardiovascular diseases using the compounds and pharmaceutical compositions of the present invention.

A Practical synthesis of novel Rho-kinase inhibitor, (S)-4-fluoro-5-(2- methyl-1,4-diazepan-1-ylsulfonyl)-isoquinoline

Gomi, Noriaki,Ohgiya, Tadaaki,Shibuya, Kimiyuki,Katsuyama, Jyunji,Masumoto, Masayuki,Sakai, Hitoshi

experimental part, p. 1771 - 1781 (2011/09/21)

A practical synthesis of novel Rho-kinase inhibitor, (S)-4-fluoro-5- (2-methyl-1,4-diazepan-1-ylsulfonyl)isoquinoline hydrochloride dihydrate (1) was achieved in a pilot-scale production. We have demonstrated the regioselective chlorosulfonylation of 4-fluoroisoquinoline in an one-pot reaction to afford 4-fluoroisoquinoline-5-sulfonyl chloride and the asymmetric construction of the (S)-2-methyl-1,4-diazepane moiety as key steps. The Japan Institute of Heterocyclic Chemistry.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 194032-33-2