1633-84-7

Basic information

• Product Name: 4-chlorobutane-1-sulphonyl chloride
• Synonyms: 4-chlorobutane-1-sulphonyl chloride;4-Chloro-1-butanesulfonyl chloride;4-Chlorobutane-1-sulfonic acid chloride;4-Chloro-1-butylsulfonyl Chloride;4-chlorobutane-1-sulfonyl chloride;1-Chloro-4-butanesulfonyl chloride
• CAS NO: 1633-84-7
• Molecular Formula: C₄H₈Cl₂O₂S
• Molecular Weight: 191.07612
• EINECS: 216-648-4
• Mol File: 1633-84-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 256.8°C at 760 mmHg
• Flash Point: 109.1°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 0.0243mmHg at 25°C
• Refractive Index: 1.476
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 4-chlorobutane-1-sulphonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chlorobutane-1-sulphonyl chloride(1633-84-7)
• EPA Substance Registry System: 4-chlorobutane-1-sulphonyl chloride(1633-84-7)

Safety Data

• Hazardous Substances Data: 1633-84-7(Hazardous Substances Data)

Usage

Uses

4-Chloro-1-butanesulfonyl Chloride is used in the preparation of pregnene and androstane heterocyclic derivatives of potential pharmacological activity.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 2162, 1987 DOI: 10.1021/jo00387a008

InChI:InChI=1/C4H8Cl2O2S/c5-3-1-2-4-9(6,7)8/h1-4H2

Upstream product

• 110-01-0 thiophene 
• 109-69-3 n-Butyl chloride 
• 14970-83-3 4-Mercapto-1-butanol 
• 2386-60-9 perfluoro-1-butanesulfonyl fluoride 
• 7782-50-5 chlorine 
• 1633-83-6 1,4-butane sultone 
• 31465-25-5 sodium 4-hydroxybutane-1-sulfonate 
• 6962-92-1 4-Chlorobutyl acetate 

Downstream Products

• 93047-66-6 [4-(4-chloro-butane-1-sulfonylamino)-phenyl]-arsonic acid 
• 108631-21-6 4-Chlor-butan-sulfonsaeure-⁽¹⁾-(4-acetamino-anilid) 
• 63556-33-2 2-{2-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-ethyl}-[1,2]thiazinane 1,1-dioxide 
• 324043-54-1 4-benzoyl-4-chlorobutanesulfonanilide 
• 706792-60-1 methyl 3-{[(4-chlorobutyl)sulfonyl]amino}-2-fluoro-5-nitrobenzoate 
• 61-56-3 sulthiame 
• 911790-36-8 5-(1,1-dioxo-[1,2]thiazinan-2-yl)isophthalic acid monomethyl ester 
• 1403481-38-8 (2S,8R,9R)-8-((1,1-dioxido-1,2-thiazinan-2-yl)methyl)-11-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-2,9-dimethyl-14-nitro-2,3,8,9,10,11-hexahydrobenzo[b][1,9,5]dioxaazacyclotetradecin-12(6H)-one 
• 1031361-60-0 methyl 3-{bis[(4-chlorobutyl)sulfonyl]amino}-5-nitrobenzoate 
• 706792-57-6 methyl 3-{bis[(4-chlorobutyl)sulfonyl]amino}-2-fluoro-5-nitrobenzoate 
• 864296-86-6 2-chloro-N-(4-chlorobutyl-sulphonyl)-4-methyl-aniline 
• 706792-73-6 methyl 3-{bis[(4-chlorobutyl)sulfonyl]amino}-4-(methyloxy)-5-[(1E/Z)-1-propen-1-yl]benzoate 

Relevant articles and documents

The Importance of Phosphates for DNA G-Quadruplex Formation: Evaluation of Zwitterionic G-Rich Oligodeoxynucleotides

A quaternary ammonium butylsulfonyl phosphoramidate group (N+) was designed to replace all the phosphates in a G-rich oligodeoxynucleotide d(TG4T), resulting in a formally charge-neutral zwitterionic N+TG4T sequence. We evaluated the effects of N+phosphate modifications on the structural, thermodynamic and kinetic properties of the parallel G-quadruplexes (G4) formed by TG4T and compared them to the properties of the recently published phosphoryl guanidine d(TG4T) (PG-TG4T). Using size-exclusion chromatography, we established that, unlike PG-TG4T, which exists as a mixture of complexes of different molecularity in solution, N+TG4T forms an individual tetramolecular complex. In contrast to PG modifications that destabilized G4s, the presence of N+ modifications increased thermal stability relative to unmodified [d(TG4T)]4. The initial stage of assembly of N+TG4T proceeded faster in the presence of Na+ than K+ions and, similarly to PG-TG4T, was independent of the salt concentration. However, after complex formation exceeded 75 percent, N+TG4T in solution with Na+showed slower association than with K+. N+TG4T could also form G4s in solution with Li+ions at a very low strand concentration (10 μM); something that has never been reported for the native d(TG4T). Charge-neutral PG-G4s can invade preformed native G4s, whereas no invasion was observed between N+and native G4s, possibly due to the increased thermal stability of [N+TG4T]4. The N+ modification makes d(TG4T) fully resistant to enzymatic digestion, which could be useful for intracellular application of N+-modified DNA or RNA.

Copper-catalyzed C-N coupling in the synthesis of integrase inhibitors of immunodeficiency viruses

This contribution describes the total synthesis of a complex macrocyclic integrase inhibitor, a key enzyme involved in the infection process of various immunodeficiency viruses. The key transformation of the synthetic strategy was the selective C-N coupling of a sulfonamide to a heteroaryl bromide in the presence of potentially competing amide and carbamate functionalities. The transformation was accomplished with CuI catalysis using bypiridine as the ligand in the presence of base and enabled a convergent approach to the target molecule.

Substituted 1,2-ethylenediamines, Methods for Preparing Them and Uses Thereof

The present invention relates to substituted 1,2-ethylenediamines of general formula (I) wherein the groups R1 to R15, A, B, L, i as well as X1-X4 are defined as in the specification and claims and the use thereof for the treatment of Alzheimer's disease (AD) and similar diseases.