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Salicylamide (2-Hydroxybenzamide) Sale

(Synonyms: 水杨酰胺; 2-Hydroxybenzamide) 目录号 : GC33859

Salicylamide (o-hydroxybenzamide) is a non-prescription drug with analgesic and antipyretic properties.

Salicylamide (2-Hydroxybenzamide) Chemical Structure

Cas No.:65-45-2

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实验参考方法

Animal experiment:

Rats: Pregnant rats are fed 25% casein diet with or without 2% salicylamide from day 6 to day 17 or day 19 of gestation. The dams are killed on day 17 or day 19 of gestation, 24 hours following an intramuscular injection of sodium 35S-sulfate[2].

References:

[1]. Kushkevych I, et al. Activity of selected salicylamides against intestinal sulfate-reducing bacteria. Neuro Endocrinol Lett. 2015;36 Suppl 1:106-13.
[2]. Halstead PK, et al. Effect of salicylamide on skeletal glycosaminoglycan sulfation and calcification in fetal rat limbs. Drug Nutr Interact. 1981;1(1):75-86.
[3]. Knight E, et al. Effect of salicylamide on the placental transfer and fetal tissue distribution of sodium-35S-sulfate in the rat. J Nutr. 1978 Feb;108(2):216-25.

产品描述

Salicylamide (o-hydroxybenzamide) is a non-prescription drug with analgesic and antipyretic properties.

Chemical Properties

Cas No. 65-45-2 SDF
别名 水杨酰胺; 2-Hydroxybenzamide
Canonical SMILES O=C(N)C1=CC=CC=C1O
分子式 C7H7NO2 分子量 137.14
溶解度 DMSO : ≥ 100 mg/mL (729.18 mM);Water : 0.1 mg/mL (0.73 mM) 储存条件 4°C, protect from light
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 7.2918 mL 36.4591 mL 72.9182 mL
5 mM 1.4584 mL 7.2918 mL 14.5836 mL
10 mM 0.7292 mL 3.6459 mL 7.2918 mL
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Research Update

On the complexation of copper (II) ion with 2-Hydroxybenzamide

Ann Chim 2007 Mar-Apr;97(3-4):187-98.PMID:17822227DOI:10.1002/adic.200790004.

The complexation of the Cu2+ ion with 2-Hydroxybenzamide (Salicylamide, HL) has been studied, at 25 degrees C, by potentiometric measurements with a glass electrode in NaCIO4 media for ionic strength ranging from 0.5 to 3 mol/dm3. The data are consistent with the formation of the complexes CuH(-1)(HL)+, CuH(-2)(HL)2, Cu2H(-2)(HL)2(2+) and CuH(-2)(HL). The minor species, Cu2H(-2)(HL)2(2+) and CuH(-2)(HL), amount to at least 20% of the total copper. Elaboration of the data according to the Specific Interaction Theory yields the constants valid in the infinite dilution reference state: [formulas: see text] and the interaction coefficients (kg/mol) of complex species with medium ions: b(L-,Na+) = 0.11 +/- 0.03; b(CuH(-1)(HL)+,NaClO4) = 0.17 +/- 0.05; b(CuH(-2)(HL)2,NaClO4) = 0.11 +/- 0.05; b(Cu2H(-2)(HL)2(2+),NaClO4) = 0.2(7) +/- 0.1; b(CuH(-2)(HL),NaClO4) = -0.0(3) +/- 0.1.

Therapeutic potential of salicylamide derivatives for combating viral infections

Med Res Rev 2023 Mar 10.PMID:36905090DOI:10.1002/med.21940.

Since time immemorial human beings have constantly been fighting against viral infections. The ongoing and devastating coronavirus disease 2019 pandemic represents one of the most severe and most significant public health emergencies in human history, highlighting an urgent need to develop broad-spectrum antiviral agents. Salicylamide (2-Hydroxybenzamide) derivatives, represented by niclosamide and nitazoxanide, inhibit the replication of a broad range of RNA and DNA viruses such as flavivirus, influenza A virus, and coronavirus. Moreover, nitazoxanide was effective in clinical trials against different viral infections including diarrhea caused by rotavirus and norovirus, uncomplicated influenza A and B, hepatitis B, and hepatitis C. In this review, we summarize the broad antiviral activities of salicylamide derivatives, the clinical progress, and the potential targets or mechanisms against different viral infections and highlight their therapeutic potential in combating the circulating and emerging viral infections in the future.

Propensity of Salicylamide and ethenzamide cocrystallization with aromatic carboxylic acids

Eur J Pharm Sci 2016 Mar 31;85:132-40.PMID:26898408DOI:10.1016/j.ejps.2016.02.010.

The cocrystallization of Salicylamide (2-Hydroxybenzamide, SMD) and ethenzamide (2-ethoxybenzamide, EMD) with aromatic carboxylic acids was examined both experimentally and theoretically. The supramolecular synthesis taking advantage of the droplet evaporative crystallization (DEC) technique was combined with powder diffraction and vibrational spectroscopy as the analytical tools. This led to identification of eleven new cocrystals including pharmaceutically relevant coformers such as mono- and dihydroxybenzoic acids. The cocrystallization abilities of SMD and EMD with aromatic carboxylic acids were found to be unexpectedly divers despite high formal similarities of these two benzamides and ability of the R2,2(8) heterosynthon formation. The source of diversities of the cocrystallization landscapes is the difference in the stabilization of possible conformers by adopting alternative intramolecular hydrogen boding patterns. The stronger intramolecular hydrogen bonding the weaker affinity toward intermolecular complexation potential. The substituent effects on R2,2(8) heterosynthon properties are also discussed.

Salicylamide cocrystals: screening, crystal structure, sublimation thermodynamics, dissolution, and solid-state DFT calculations

J Phys Chem B 2014 Jun 19;118(24):6803-14.PMID:24861612DOI:10.1021/jp5032898.

A new cocrystal of 2-Hydroxybenzamide (A) with 4-acetamidobenzoic acid (B) has been obtained by the DSC screening method. Thermophysical analysis of the aggregate [A:B] has been conducted and a fusion diagram has been plotted. Cocrystal formation from melts was studied by using thermomicroscopy. A cocrystal single-crystal was grown and its crystal structure was determined. The pattern of noncovalent interactions has been quantified using the solid-state DFT computations coupled with the Bader analysis of the periodic electron density. The sublimation processes of A-B cocrystal have been studied and its thermodynamic functions have been calculated. The classical method of substance transfer by inert gas-carrier was chosen to investigate sublimation processes experimentally. The lattice energy is found to be 143 ± 4 kJ/mol. It is lower than the sum of the corresponding values of the cocrystal pure components. The theoretical value of the lattice energy, 156 kJ/mol, is in reasonable agreement with the experimental one. A ternary phase diagram of solubility (A-B-ethanol) has been plotted and the areas with solutions for growing thermodynamically stable cocrystals have been determined.

FT-IR and NMR spectroscopic studies of salicylic acid derivatives. I. Gentisamide -- a metabolite of Salicylamide

Acta Pharm 2004 Sep;54(3):163-76.PMID:15610614doi

Gentisamide (GAM, 2,5-dihydroxybenzamide), a minor first-pass metabolite of Salicylamide (SAM, 2-Hydroxybenzamide), was studied using FT-IR, 1D and 2D homo- and heteronuclear 1H and 13C NMR spectroscopy. GAM was isolated from human urine eight hours after oral administration of SAM. FT-IR, 1H and 13C NMR spectra unequivocally confirmed the chemical structure of GAM through chemical and substituent shifts, coupling constants and connectivities in COSY, NOESY, HETCOR and HBMC spectra. From NOESY spectra of GAM in DMSO-d6, it was concluded that the amide protons are oriented toward the ortho-proton at C-6. Obtained results indicate that the presence of the additional phenol group at C-5 in GAM favours the formation of intramolecular hydrogen bonding of the O...HO type between C2-OH proton and oxygen atom of the amide group.