1950-68-1

Basic information

• Product Name: 4-METHOXYBENZENESULFONYL HYDRAZIDE
• Synonyms: 4-METHOXYBENZENESULFONYL HYDRAZIDE;4-METHOXYBENZENESULPHONYL HYDRAZIDE;p-Anisolesulphonyl hydrazide;p-methoxybenzenesulphonyl hydrazide;4-METHOXYBENZENESULFONYL HYDRAZIDE, 97+%;4-Methoxybenzenesulfonyl hydrazide, 98+%;4-methoxybenzenesulfonohydrazide;p-Methoxybenzenesulfonohydrazide
• CAS NO: 1950-68-1
• Molecular Formula: C₇H₁₀N₂O₃S
• Molecular Weight: 202.23
• EINECS: 217-769-5
• Product Categories: Sulfonyl Hydrazides;Organic Building Blocks;Sulfur Compounds
• Mol File: 1950-68-1.mol

Chemical Properties

• Melting Point: 111-114 °C(lit.)
• Boiling Point: 369.4 °C at 760 mmHg
• Flash Point: 177.2 °C
• Appearance: White Solid
• Density: 1.337 g/cm³
• Vapor Pressure: 1.19E-05mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.27±0.10(Predicted)
• BRN: 2694939
• CAS DataBase Reference: 4-METHOXYBENZENESULFONYL HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYBENZENESULFONYL HYDRAZIDE(1950-68-1)
• EPA Substance Registry System: 4-METHOXYBENZENESULFONYL HYDRAZIDE(1950-68-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 3226
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1950-68-1(Hazardous Substances Data)

Usage

Uses

Used in Rubber and Plastics Industry:
4-Methoxybenzenesulfonyl hydrazide is used as a blowing agent for the production of foam in various types of rubber and plastics. Its ability to generate high gas yields and maintain excellent storage stability makes it a valuable component in the manufacturing process.
Safety Precautions:
It is important to handle 4-Methoxybenzenesulfonyl hydrazide with care, as it can cause skin and eye irritation, as well as respiratory irritation upon inhalation. Additionally, it is harmful if swallowed. Proper safety measures should be taken to minimize exposure and ensure the safe use of this chemical compound in industrial applications.

InChI:InChI=1/C7H10N2O3S/c1-12-6-2-4-7(5-3-6)13(10,11)9-8/h2-5,9H,8H2,1H3

Upstream product

• 98-68-0 4-methoxy-phenyl-sulphonyl chloride 
• 5857-42-1 4-methoxybenzenesulfonic acid 
• 100-66-3 methoxybenzene 

Downstream Products

• 76649-81-5 Se-phenyl 4-methoxybenzenesulfonoselenoate 
• 97728-84-2 C₁₅H₁₅ClN₂O₃S 
• 94538-69-9 3-(p-Methoxy-benzolsulfonhydrazono)-indanon-⁽¹⁾ 
• 106627-72-9 1,3-Bis-(p-methoxy-benzolsulfonhydrazono)-indan 
• 898561-45-0 C₁₂H₁₃N₅O₃S 
• 26164-77-2 4-methoxy-benzenesulfonic acid (3,4-diphenyl-3H-thiazol-2-ylidene)-hydrazide 
• 26164-80-7 2-(4-methoxy-benzenesulfonylhydrazono)-4-methyl-3-phenyl-2,3-dihydro-thiazole-5-carboxylic acid ethyl ester 
• 1192878-53-7 4-methoxy-N'-(1-(6-(1-((4-methoxyphenylsulfonamido)imino)ethyl)pyridin-2-yl)ethylidene)benzenesulfonohydrazide 
• 1613250-55-7 1,4-bis((4-methoxyphenyl)sulfonyl)-3,5-dimethyl-1H-pyrazole 
• 76859-82-0 (E)-1-(2-((4-methoxyphenyl)sulfonyl)vinyl)-4-methoxybenzene 
• 3393-77-9 bis(4-methoxyphenyl)sulfide 
• 31401-17-9 methyl p-methoxybenzenesulphinate 
• 1021422-61-6 3-((4-methoxyphenyl)thio)-2-methyl-1H-indole 

Relevant articles and documents

DOCK1-INHIBITING COMPOUND AND USE THEREOF

Provided is a compound that is usable as an active ingredient of an anticancer agent. Preferably provided is a compound that has DOCK1-inhibiting activity and exerts an anticancer effect based on the activity. A compound represented by the following formula (A) or a salt thereof: wherein X represents a carbon atom or a nitrogen atom; Y represents an oxygen atom, a hydroxy group, or a hydrocarbon group; R1 and R2 are different, and each represents a hydrogen atom or a group represented by the following formula (A-1): (wherein R6 represents a pyrrolidino group or a phenyl group, and n2 is 0 or 1) ; R3 represents -CO-R7 (wherein R7 is an alkoxy group, an alkyl group, or an alkylamino group), a 1,3-oxazole group, an alkylhydroxy group, a hydrogen atom, or an oxygen atom; R4 represents a hydrogen atom, an oxygen atom, or a hydrocarbon group in which one or more hydrogen atoms may be replaced by one or more substituents; R5 represents a halogen atom, a halogenated alkyl group, or a halogenated alkylthio group; and n1 is an integer of 0 to 5; and

Design of arylsulfonylhydrazones as potential fabh inhibitors: Synthesis, antimicrobial evaluation and molecular docking

Background: Antimicrobial resistance is a persistent problem regarding infection treatment and calls for developing new antimicrobial agents. Inhibition of bacterial β-ketoacyl acyl carrier protein synthase III (FabH), which catalyzes the condensation reaction between a CoA-attached acetyl group and an ACP-attached malonyl group in bacteria is an interesting strategy to find new antibacterial agents. Objective: The aim of this work was to design and synthesize arylsulfonylhydrazones potentially FabH inhibitors and evaluate their antimicrobial activity. Methods: MIC50 values of sulfonylhydrazones against E. coli and S. aureus were determined. An-tioxidant activity was evaluated by DPPH (1-1’-diphenyl-2-picrylhydrazyl) assay and cytotoxicity against LL24 lung fibroblast cells was verified by MTT method. Principal component analysis (PCA) was performed in order to suggest a structure-activity relationship. Molecular docking allowed to propose sulfonylhydrazones interactions with FabH. Results: The most active compound showed activity against S. aureus and E. coli, with MIC50 = 0.21 and 0.44 μM, respectively. PCA studies correlated better activity to lipophilicity and molecular docking indicated that sulfonylhydrazone moiety is important to hydrogen-bond with FabH while methylcatechol ring performs π-π stacking interaction. The DPPH assay revealed that some sulfonylhydrazones derived from the methylcatechol series had antioxidant activity. None of the evaluated compounds was cytotoxic to human lung fibroblast cells, suggesting that the compounds might be considered safe at the tested concentration. Conclusion: Arylsufonylhydrazones is a promising scaffold to be explored for the design of new antimicrobial agents.

5-HT2A AGONISTS FOR USE IN TREATMENT OF DEPRESSION

The present invention relates to agonists of the 5-HT2A serotonin receptors and their medical uses. In one aspect the invention relates to 5-HT2A agonists of formula (I). In second aspect, the invention relates to selective 5-HT2A agonists of formula (II). In another aspect, the invention relates to mixed 5-HT2A/5-HT2C agonists of formula (III). In yet another aspect, the invention relates to 5-HT2A agonists for use in the treatment of a depressive disorder, more particular a 5-HT2A agonist for the use in the treatment of treatment-resistant depression.

Complementary Site-Selective Sulfonylation of Aromatic Amines by Superacid Activation

Under superacidic conditions, aniline and indole derivatives are sulfonylated at low temperature with easy-to-access arenesulfonic acids or arenesulfonyl hydrazides. By modification of the functional-group directing effect through protonation, this method allows nonclassical site functionalization by overcoming the innate regioselectivity of electrophilic aromatic substitution. This superacid-mediated sulfonylation of arenes is complementary to existing methods and can be applied, through protection by protonation, to the late-stage site-selective functionalization of natural alkaloids and active pharmaceutical ingredients.

Palladium-Catalyzed Direct C-H Arylation of 3-Butenoic Acid Derivatives

We report herein a direct method to synthesize 4-aryl-3-butenoic acid through a carboxylic-acid-directed oxidative Heck reaction. The various 4-aryl-3-butenoic acids are easily prepared in moderate to good yields. In view of the promising bioactivity of 4-phenyl-3-butenoic acid previously reported, its derivatives reported here may be bioactive.

Electrochemical heterodifunctionalization of α-CF3alkenes to access α-trifluoromethyl-β-sulfonyl tertiary alcohols

An unprecedented electrochemical heterodifunctionalization of α-CF3alkenes with benzenesulfonyl hydrazides was accomplished in this work, wherein a β-sulfonyl and a α-hydroxyl group were simultaneously incorporated across the olefinic double bond in a single operation. Consequently, a series of potentially medicinally valuable and densely functionalized α-trifluoromethyl-β-sulfonyl tertiary alcohols were assembled under mild conditions. Electrochemically-driven oxidative 1,2-difunctionlization of electron-deficient alkenes well obviates the need for oxidizing reagents, thus rendering this protocol more eco-friendly.

Electrochemical fluorosulfonylation of styrenes

An environmentally friendly and efficient electrochemical fluorosulfonylation of styrenes has been developed. With the use of sulfonylhydrazides and triethylamine trihydrofluoride, a diverse array of β-fluorosulfones could be readily obtained. This reaction features mild conditions and a broad substrate scope, which could also be conveniently extended to a gram-scale preparation.

Dual Roles of Rongalite: Reductive Coupling Reaction to Construct Thiosulfonates Using Sulfonyl Hydrazides

A tunable and practical transformation of structurally diverse sulfonyl hydrazides into thiosulfonates in the presence of Rongalite (NaHSO 2·CH 2O) was developed. Transition-metal-free conditions, operational simplicity, and readily available reagents are the striking features of this protocol. It is the first example for the synthesis of thiosulfonates using sulfonyl hydrazides with the assistance of reductant. Additionally, the mechanistic studies revealed that this transformation probably undergoes via a reducing-coupling pathway.

Iodine-Mediated Coupling of Cyclic Amines with Sulfonyl Hydrazides: an Efficient Synthesis of Vinyl Sulfone Derivatives

An efficient iodine-mediated coupling of cyclic amines with sulfonyl hydrazides is reported. This transformation opens a new route to the synthesis of vinyl sulfones derivatives, which is a common structural motif in natural products and pharmaceuticals. Tentative mechanistic studies suggest that this reaction is likely to involve a radical process.

NaHSO3-Mediated Direct Synthesis of Sulfinic Esters from Sulfonyl Hydrazides under Transition-Metal-Free Conditions

We have developed a protocol for the NaHSO3-promoted esterification of sulfonyl hydrazides with alcohols for the synthesis of sulfinic esters. Various sulfonyl hydrazides could be converted to the corresponding sulfinic esters in good to high yields. The merits of this protocol include mild transition-metal-free reaction conditions, an inexpensive and available reagent, and operational simplicity. Controlled experiments reveal that this transformation probably undergoes via a radical pathway. (Figure presented.).