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Cas Database

37073-15-7

37073-15-7

Identification

  • Product Name:1H-Benzotriazole,1-(methylsulfonyl)-

  • CAS Number: 37073-15-7

  • EINECS:

  • Molecular Weight:197.217

  • Molecular Formula: C7H7 N3 O2 S

  • HS Code:2933990090

  • Mol File:37073-15-7.mol

Synonyms:1-(Methylsulfonyl)-1H-benzotriazole;1-(Methylsulfonyl)benzotriazole; 1-Methylsulfonyl-1H-1,2,3-benzotriazole

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Safety information and MSDS view more

  • Pictogram(s):

  • Hazard Codes:Xn

  • Signal Word:Danger

  • Hazard Statement:H302 Harmful if swallowedH318 Causes serious eye damage

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:1-(Methylsulfonyl)benzotriazole
  • Packaging:50g
  • Price:$ 580
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:1-(Methylsulfonyl)-1H-benzotriazole 95%
  • Packaging:1g
  • Price:$ 44.9
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  • Manufacture/Brand:Ambeed
  • Product Description:1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole 97%
  • Packaging:5g
  • Price:$ 112
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  • Manufacture/Brand:Ambeed
  • Product Description:1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole 97%
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  • Manufacture/Brand:Ambeed
  • Product Description:1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole 97%
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  • Manufacture/Brand:Ambeed
  • Product Description:1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole 97%
  • Packaging:250mg
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:1-Methylsulfonyl-1H-benzotriazole, 97%
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:1-Methylsulfonyl-1H-benzotriazole, 97%
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:1-Methylsulfonyl-1H-benzotriazole, 97%
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  • Manufacture/Brand:AK Scientific
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Relevant articles and documentsAll total 17 Articles be found

Multikilogram Synthesis of a Potent Dual Bcl-2/Bcl-xL Antagonist. 2. Manufacture of the 1,3-Diamine Moiety and Improvement of the Final Coupling Reaction

Hardouin, Christophe,Baillard, Sandrine,Barière, Fran?ois,Craquelin, Anthony,Grandjean, Mathieu,Janvier, Solenn,Le Roux, Stéphane,Penloup, Christine,Russo, Olivier

, p. 670 - 685 (2019/12/24)

This paper describes the synthesis of kilogram quantities of the sulfonamide moiety 3 involved in a coupling reaction with acid moiety 2 to provide batches of drug candidate 1 for preclinical studies and first-in-human clinical trials. A first approach relying on a chiral separation furnished the desired enantiomer of 1,3-diamine 20, precursor of sulfonamide 3. An enantiomeric synthesis of 20 using the Ellman's chiral auxiliary coupled with an aza-Reformatsky reaction to control the stereochemistry is also discussed. Coupling conditions of the final step involving EDCI to provide 1 under a cGMP process are detailed. An alternative approach using N-(1-methanesulfonyl)benzotriazole is also presented.

Iodine-catalyzed N-sulfonylation of benzotriazoles with sodium sulfinates under mild conditions

Wu, Si-Xue,Zhang, Yi-Kun,Shi, Hong-Wei,Yan, Jie

, p. 1519 - 1522 (2016/09/23)

A new and convenient procedure is developed for the preparation of N-sulfonylbenzotriazoles from sodium sulfinates and benzotriazoles using molecular iodine as catalyst via the S[sbnd]N bond formation reaction. This catalytic radical sulfonylation proceed

Convenient sulfonylation of benzotriazoles with the in situ–generated sulfonyl bromides

Wu, Sixue,Zhang, Yikun,Yan, Jie

supporting information, p. 1432 - 1437 (2016/09/14)

A convenient procedure is developed for the preparation of N-sulfonylbenzotriazoles from sodium sulfinates, benzotriazoles, and sodium bromide in the present of m-chloroperbenzoic acid as oxidant. This radical sulfonylation proceeds efficiently at room te

DOPAMINE D3 RECEPTOR ANTAGONISTS COMPOUNDS

-

Page/Page column 108, (2016/05/19)

The disclosure is directed to novel dopamine D3 receptor antagonists, processes for their preparation, intermediates used in these processes, pharmaceutical compositions containing them and their use in therapy, including treating drug dependency and psychosis.

ENZYME INHIBITORS

-

Paragraph 0199, (2014/07/08)

The present subject matter relates generally to compounds having the formula (I): wherein each of X, Y, R1, R2, R3, R4, and n are as defined herein. Compounds of formula (I) may act as inhibitors of the thioredoxin reductase enzyme system. The subject matter also relates to use, formulation and preparation of the compounds. The compounds may be useful in the treatment of inflammatory and oxidative diseases and conditions. The compounds may also provide useful anti-proliferative and anti- apoptotic effects.

Process route upstream and downstream products

Process route

1,2,3-Benzotriazole
95-14-7,27556-51-0

1,2,3-Benzotriazole

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

1-(methanesulfonyl)-1H-1,2,3-benzotriazole
37073-15-7

1-(methanesulfonyl)-1H-1,2,3-benzotriazole

Conditions
Conditions Yield
With pyridine; In toluene; at 0 - 20 ℃; Inert atmosphere;
100%
With pyridine; In toluene; at 0 - 20 ℃;
93.8%
With pyridine; In toluene; at 20 ℃; Inert atmosphere; Cooling with ice;
93%
1,2,3-Benzotriazole; With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;
methanesulfonyl chloride; In tetrahydrofuran; Reagent/catalyst;
91%
With pyridine; In toluene; at 20 ℃;
89%
With pyridine; In toluene; at 20 ℃; for 24h;
79%
With TEA;
With pyridine; In toluene; at 0 - 20 ℃;
With pyridine; In toluene; at 0 - 20 ℃;
With pyridine; In toluene; at 0 - 20 ℃;
With pyridine; In toluene; at 20 ℃;
With pyridine; In toluene; at 20 ℃; Inert atmosphere;
With pyridine; In toluene; at 0 - 25 ℃; for 18h;
With pyridine; In toluene; at 0 - 20 ℃;
1,2,3-Benzotriazole
95-14-7,27556-51-0

1,2,3-Benzotriazole

sodium methansulfinate
20277-69-4

sodium methansulfinate

1-(methanesulfonyl)-1H-1,2,3-benzotriazole
37073-15-7

1-(methanesulfonyl)-1H-1,2,3-benzotriazole

Conditions
Conditions Yield
With iodine; In water; ethyl acetate; at 20 ℃; for 3h;
61%
With 3-chloro-benzenecarboperoxoic acid; sodium bromide; In methanol; ethyl acetate; at 20 ℃; for 4h;
61%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

1-(trimethylsilyl)-1H-benzotriazole
43183-36-4

1-(trimethylsilyl)-1H-benzotriazole

1-(methanesulfonyl)-1H-1,2,3-benzotriazole
37073-15-7

1-(methanesulfonyl)-1H-1,2,3-benzotriazole

Conditions
Conditions Yield
at 80 ℃; for 3h;
60%
1-(methanesulfonyl)-1H-1,2,3-benzotriazole
37073-15-7

1-(methanesulfonyl)-1H-1,2,3-benzotriazole

Conditions
Conditions Yield
Entspr. o-Phenylendiamin, 1. entspr. Sulfonylchlorid, 2. HNO3;
Benzotriazol, Mesylchlorid;
1,2,3-Benzotriazole
95-14-7,27556-51-0

1,2,3-Benzotriazole

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

1-(methanesulfonyl)-1H-1,2,3-benzotriazole
37073-15-7

1-(methanesulfonyl)-1H-1,2,3-benzotriazole

Conditions
Conditions Yield
With pyridine; In toluene; at 0 - 20 ℃; Inert atmosphere;
100%
With pyridine; In toluene; at 0 - 20 ℃;
93.8%
With pyridine; In toluene; at 20 ℃; Inert atmosphere; Cooling with ice;
93%
1,2,3-Benzotriazole; With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;
methanesulfonyl chloride; In tetrahydrofuran; Reagent/catalyst;
91%
With pyridine; In toluene; at 20 ℃;
89%
With pyridine; In toluene; at 20 ℃; for 24h;
79%
With TEA;
With pyridine; In toluene; at 0 - 20 ℃;
With pyridine; In toluene; at 0 - 20 ℃;
With pyridine; In toluene; at 0 - 20 ℃;
With pyridine; In toluene; at 20 ℃;
With pyridine; In toluene; at 20 ℃; Inert atmosphere;
With pyridine; In toluene; at 0 - 25 ℃; for 18h;
With pyridine; In toluene; at 0 - 20 ℃;
1,2,3-Benzotriazole
95-14-7,27556-51-0

1,2,3-Benzotriazole

sodium methansulfinate
20277-69-4

sodium methansulfinate

1-(methanesulfonyl)-1H-1,2,3-benzotriazole
37073-15-7

1-(methanesulfonyl)-1H-1,2,3-benzotriazole

Conditions
Conditions Yield
With iodine; In water; ethyl acetate; at 20 ℃; for 3h;
61%
With 3-chloro-benzenecarboperoxoic acid; sodium bromide; In methanol; ethyl acetate; at 20 ℃; for 4h;
61%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

1-(trimethylsilyl)-1H-benzotriazole
43183-36-4

1-(trimethylsilyl)-1H-benzotriazole

1-(methanesulfonyl)-1H-1,2,3-benzotriazole
37073-15-7

1-(methanesulfonyl)-1H-1,2,3-benzotriazole

Conditions
Conditions Yield
at 80 ℃; for 3h;
60%
1-(methanesulfonyl)-1H-1,2,3-benzotriazole
37073-15-7

1-(methanesulfonyl)-1H-1,2,3-benzotriazole

Conditions
Conditions Yield
Entspr. o-Phenylendiamin, 1. entspr. Sulfonylchlorid, 2. HNO3;
Benzotriazol, Mesylchlorid;

Global suppliers and manufacturers

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  • Shaanxi BLOOM TECH Co.,Ltd
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  • Boc Sciences
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  • Skyrun Industrial Co.,Ltd
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  • SAGECHEM LIMITED
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  • Sarchem Laboratories, Inc.
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