2393-24-0

Basic information

• Product Name: 4-benzylaminesulfonic acid
• Synonyms: 4-benzylaminesulfonic acid;4-(Aminomethyl)benzenesulfonic acid
• CAS NO: 2393-24-0
• Molecular Formula: C₇H₉NO₃S
• Molecular Weight: 187.22
• Mol File: 2393-24-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: >340 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.416g/cm³
• Refractive Index: 1.602
• PKA: -1.05±0.50(Predicted)
• CAS DataBase Reference: 4-benzylaminesulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-benzylaminesulfonic acid(2393-24-0)
• EPA Substance Registry System: 4-benzylaminesulfonic acid(2393-24-0)

Safety Data

• Hazardous Substances Data: 2393-24-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 37, p. 636, 1994 DOI: 10.1021/jm00031a014

InChI:InChI=1/C7H9NO3S/c8-5-6-1-3-7(4-2-6)12(9,10)11/h1-4H,5,8H2,(H,9,10,11)

Upstream product

• 588-46-5 N-(phenylmethyl)acetamide 
• 138-37-4 mafenide hydrochloride 
• 138-39-6 4-homosulfanilamide 
• 948054-25-9 4-aminomethyl-N¹-nitrobenzenesulfonamide 
• 100-46-9 benzylamine 

Downstream Products

• 1258000-27-9 C₁₈H₂₁N₇O₉S₃ 
• 1258000-26-8 C₁₈H₂₁N₇O₆S₂ 
• 32014-22-5 sodium (4-bromomethyl)benzenesulfonate 
• 73506-14-6 Sodium; 4-hydroxymethyl-benzenesulfonate 
• 152918-54-2 4-{[9-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-methylcarbamoyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamino]-methyl}-benzenesulfonic acid 
• 99989-91-0 4-[(7⁽⁹⁾H-purin-6-ylamino)-methyl]-benzenesulfonic acid 

Relevant articles and documents

Permanent porosity and role of sulfonate groups in coordination networks constructed from a new polyfunctional phosphonato-sulfonate linker molecule

The new linker molecule (H2O3PCH2)2N-CH2C6H4SO3H, (4-{[bis(phosphonomethyl)amino]methyl}benzene-sulfonic acid, H5L), bearing both phosphonic and sulfonic acid groups, was employed for the synthesis of new coordination polymers (CPs). Four new CPs of composition [Mg(H3L)(H2O)2]·H2O (1), [Mg2(HL)(H2O)6]·2H2O (2), [Ba(H3L)(H2O)]·H2O (3) and [Pb2(HL)]·H2O (4), were discovered using high-throughput methods and all structures were determined by single-crystal X-ray diffraction (SCXRD). With increasing ionic radius of the metal ion, an increase in coordination number from CN = 6 (Mg2+) to CN = 9 (Ba2+) and an increase in the dimensionality of the network from 1D to 3D is observed. This is reflected in the composition of the IBU and the number of metal ions that are connected by each linker molecule, i.e. from three in 1 to ten in 4. The connection of the IBUs leads to 1D and 2D structures in 1 and 2 with non-coordinating sulfonate groups, while 3 and 4 crystallise in MOF-type structures and coordination of the sulfonate groups is observed. The compounds exhibit thermal stabilities between 200 (2) and 345 °C (4) as proven by variable temperature powder X-ray diffraction (VT-PXRD) measurements. Title compound 4 contains micropores of 4 × 2 ? and reversible H2O uptake of 50 mg g-1 was demonstrated by vapour sorption measurements, making it the first porous metal phosphonatosulfonate. Detailed characterisation, i.e. CHNS and TG analysis as well as NMR and IR spectroscopy measurements confirm the phase purity of the title compounds.

PORPHYRAZINE DYE, INK COMPOSITION, RECORDING METHOD, AND COLORED OBJECT

Provided is a porphyrazine dye suitable for use in ink-jet recording, the porphyrazine dye giving a cyan ink with a satisfactory hue, having various excellent fastness properties, in particular, ozone resistance, and attaining a high color density. Also provided is an ink composition containing the dye. The porphyrazine dye is a porphyrazine dye represented by formula (1) or a salt thereof. In formula (1), rings A to D each independently represents a benzene ring, a nitrogenous heteroaromatic ring, etc.; E represents an alkylene; X represents sulfoanilino, etc.; R represents a hydrogen atom, sulfo, carboxy, etc.; group F represents phenyl, a nitrogenous heteroaromatic ring, etc.; a is an integer of 1-6; b is 0.00-3.90, excluding 3.90, on average; c is 0.10-4.00, excluding 4.00, on average; and the sum of b and c is 1.00-4.00, excluding 4.00, on average.

Structure-Activity Relationships of N6-Benzyladenosine-5'-uronamides as A3-Selective Adenosine Agonists

Adenosine analogues modified at the 5'-position as uronamides and/or as N6-benzyl derivatives were synthesized.These derivatives were examined for affinity in radioligand binding assays at the newly discovered rat brain A3 adenosine receptor and at rat brain A1 and A2a receptors. 5'-Uronamide substituents favored A3 selectivity in the order N-methyl > N-ethyl ca. unsubstituted carboxamide > N-cyclopropyl. 5'-(N-Methylcarboxamido)-N6-benzyladenosine was 37-56-fold more selective for A3 receptors.Potency at A3 receptors was enhanced upon substitution of the benzyl substituent with nitro and other groups. 5'-N-Methyluronamides and N6-(3-substitutedbenzyl)adenosines are optimal for potency and selectivity at A3 receptors.A series of 3-(halobenzyl)-5'-N-ethyluronamide derivatives showed the order of potency at A1 and A2a receptors of I ca.Br > Cl > F.At A3 receptors the 3-F derivative was weaker than the other halo derivatives. 5'-N-Methyl-N6-(3-iodobenzyl)adenosine displayed a Ki value of 1.1 nM at A3 receptors and selectivity versus A1 and A2a receptors of 50-fold.A series of methoxybenzyl derivatives showed that a 4-methoxy group best favored A3 selectivity.A 4-sulfobenzyl derivative was a specific ligand at A3 receptors of moderate potency.An aryl amino derivative was prepared as a probe for radioiodination and receptor cross-linking.