Sarecycline hydrochloride

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Sarecycline hydrochloride
Category Antibiotics
Catalog number BBF-04025
CAS 1035979-44-2
Molecular Weight 523.96
Molecular Formula C24H30ClN3O8

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Description

Sarecycline hydrochloride is a novel, tetracycline-substituted, narrow-spectrum antibiotic compound used for the treatment of bacterial infections and neoplasms. It was approved by FDA for use as an orally once daily antibiotic treatment for patients suffering from moderate to severe acne vulgaris. It has anti-inflammatory activity and the potential for a favorable tolerability profile.

Specification

Related CAS 1035654-66-0 (free base)
Synonyms P005672 HCl; P-005672 HCl; P 005672 HCl
Storage Store at -20°C
IUPAC Name (4S,4aS,5aR,12aR)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-7-[[methoxy(methyl)amino]methyl]-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride
Canonical SMILES CN(C)C1C2CC3CC4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)CN(C)OC.Cl
InChI InChI=1S/C24H29N3O8.ClH/c1-26(2)18-13-8-11-7-12-10(9-27(3)35-4)5-6-14(28)16(12)19(29)15(11)21(31)24(13,34)22(32)17(20(18)30)23(25)33;/h5-6,11,13,18,28-29,32,34H,7-9H2,1-4H3,(H2,25,33);1H/t11-,13-,18-,24-;/m0./s1
InChI Key JGPBDCKZLBSHOI-FIPJBXKNSA-N

Properties

Appearance Solid Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Solubility Soluble in DMSO

Reference Reading

1.Methylphenidate HCL for the Treatment of ADHD in Children and Adolescents.
Childress AC1. Expert Opin Pharmacother. 2016 Apr 26. [Epub ahead of print]
INTRODUCTION: Since Ritalin (methylphenidate immediate-release or MPH IR) was first marketed in 1955, it has been a mainstay of treatment for Attention-Deficit/Hyperactivity Disorder (ADHD). Areas covered: The postulated mechanism of action, adverse events and efficacy of MPH are examined. MPH formulations that are currently on the market in the United States and those that will soon be available are considered. Various products are examined by comparing onset of effect and duration of action. Expert opinion: MPH has a well-known efficacy and safety profile. The development of extended-release (MPH-ER) was a significant advance in ADHD treatment. Recent products offer convenience in terms of dosing and timing of drug administration to improve symptom control, but efficacy is similar among all MPH-ER products. One formulation may be more appropriate for an individual patient, but no product offers significant advantages over all others. Since MPH is only effective in about 80% of patients, identifying factors that predict drug response is an active area of research.
2.Deproteinization of water-soluble ß-glucan during acid extraction from fruiting bodies of Pleurotus ostreatus mushrooms.
Szwengiel A1, Stachowiak B2. Carbohydr Polym. 2016 Aug 1;146:310-9. doi: 10.1016/j.carbpol.2016.03.015. Epub 2016 Mar 9.
Some ß-glucans can be easily extracted from Basidiomycete mushrooms but commonly used extraction procedures are not satisfactory. A simultaneous method for acid extraction and deproteinization in the case of Pleurotus ostreatus was developed using response surface methodology. The optimized extraction conditions proposed here (30°C, 3.8% HCl, 300min, stirring) allow for the simultaneous extraction and deproteinization of polysaccharides. Additionally, the acid extraction yield was 7 times greater than that of hot water extraction. The combined enzymatic digestion with lyticase, ß-glucanase, exo-1,3-ß-d-glucanase, and ß-glucosidase results elucidated that an extract containing ß-1,3-ß-1,6-ß-1,4-glucan. The gel permeation chromatography (GPC) results showed that the two glucan fractions obtained do not contain linked proteins. The weight average molecular weight of the first fraction (Mw=1137kDa) was 60 times higher than that of the second fraction (Mw=19kDa).
3.Acidity of Strong Acids in Water and Dimethyl Sulfoxide.
Trummal A, Lipping L, Kaljurand I, Koppel IA, Leito I. J Phys Chem A. 2016 Apr 26. [Epub ahead of print]
Careful analysis and comparison of the available acidity data of HCl, HBr, HI, HClO4 and CF3SO3H in water, DMSO and gas-phase has been carried out. The data include experimental and computational pKa and gas-phase acidity data from the literature, as well as high-level computations using different approaches (including the W1 theory) carried out in this work. As a result of the analysis, for every acid in every medium a recommended acidity value is presented. In some cases the currently accepted pKa values were revised by more than 10 orders of magnitude.
4.Anion-directed self-assembly of a 2,6-bis(2-anilinoethynyl)pyridine bis(amide) scaffold.
Tresca BW1, Berryman OB1, Zakharov LN2, Johnson DW1, Haley MM1. Supramol Chem. 2016;28(1-2):37-44. Epub 2016 Jan 29.
Bis(sulfonamide) receptors based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold form persistent dimers with water and halides in solution and in the solid-state. The structurally related bis(amide) receptor derived from 3,5-dinitrobenzoyl chloride is a dimer in the solid-state with two HCl molecules directing the self-assembly. The 2+2 dimer, with a twisted "S"-shaped backbone, is held together by six hydrogen bonds. Dissolution of the (H2+·Cl- )2 adduct in CHCl3 results, however, in a monomeric structure. DOSY and 1H NMR experiments were used to identify the dominance of monomer in solution for both 2 and H2+·Cl- . The 'OFF-ON' fluorescence response of 2, 6-bis(2-anilinoethynyl)pyridine is retained with amide arms.

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