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IUCrData Mar 2023The title salt, CHNOS ·Cl [systematic name: 2-(4-hy-droxy-2-methyl-1,1-dioxo-1,2-benzo-thia-zine-3-amido)-5-methyl-1,3-thia-zol-3-ium chloride] is the hydro-chloride...
The title salt, CHNOS ·Cl [systematic name: 2-(4-hy-droxy-2-methyl-1,1-dioxo-1,2-benzo-thia-zine-3-amido)-5-methyl-1,3-thia-zol-3-ium chloride] is the hydro-chloride derivative of meloxicam, a drug used to treat pain and inflammation in rheumatic disorders and osteoarthritis. Although its mol-ecular structure is similar to that previously reported for the hydro-bromide analogue, both salts are not isomorphous. Different crystal structures originate from a conformational modification, arising from a degree of rotational freedom for the thia-zolium ring in the cations. By taking as a reference the conformation of meloxicam, the thia-zolium ring is twisted by 10.96 and -16.70° in the hydro-chloride and hydro-bromide salts, while the 1,2-benzo-thia-zine core is a rigid scaffold. This behaviour could explain why meloxicam is a polymorphous compound.
PubMed: 37180348
DOI: 10.1107/S241431462300202X -
IUCrData Sep 2022The title salt, CHNO ·Cl, exhibits multiple hydrogen-bonding inter-actions involving the nitro-imidazolium cation and the chloride anion. Strong hydrogen bonds between...
The title salt, CHNO ·Cl, exhibits multiple hydrogen-bonding inter-actions involving the nitro-imidazolium cation and the chloride anion. Strong hydrogen bonds between the amine hydrogen atom and the chloride anion link the ionic moieties. Of note, with respect to H⋯Cl inter-actions, the central aromatic hydrogen atom displays a shorter inter-action than the other aromatic hydrogen atom. Finally, inter-actions are observed between the nitro moiety and methyl H atoms. While no π-π stacking is observed, anion-π inter-actions are present. The crystal was refined as a two-component twin.
PubMed: 36337461
DOI: 10.1107/S2414314622008781 -
Acta Crystallographica. Section E,... Dec 2007The title compound, C(12)H(15)NO, a degradation product of molindone hydro-chloride, was prepared by the reaction of molindone with methyl iodide and subsequent reaction...
The title compound, C(12)H(15)NO, a degradation product of molindone hydro-chloride, was prepared by the reaction of molindone with methyl iodide and subsequent reaction of the resulting quaternary ammonium salt with 2N aqueous sodium hydroxide. The newly formed double bond is exocyclic in nature and the carbonyl group is conjugated with the π-electrons of the pyrrole ring. The six-membered ring is in the half-chair conformation. The H atom attached to the N atom is involved in an inter-molecular hydrogen bond with the O atom of a screw-related mol-ecule, thus forming a continuous chain.
PubMed: 21200723
DOI: 10.1107/S1600536807063076 -
IUCrData Oct 2022The title salt, CHNO·Cl, contains two cations and two anions in the asymmetric unit. The components are linked by O-H⋯Cl and C-H⋯Cl hydrogen bonds, leading to...
The title salt, CHNO·Cl, contains two cations and two anions in the asymmetric unit. The components are linked by O-H⋯Cl and C-H⋯Cl hydrogen bonds, leading to tetra- (square-planar) or penta-coordinated (square-pyramidal) chloride ions. The title salt is isostructural with its bromide analogue.
PubMed: 36405849
DOI: 10.1107/S2414314622010239 -
Acta Crystallographica. Section E,... May 2013In the title compound, [Mn(C3H11NOP)Cl3(H2O)2], the Mn(II) metal center has a distorted o-cta-hedral geometry, coordinated by the three chloride ligands showing a facial...
In the title compound, [Mn(C3H11NOP)Cl3(H2O)2], the Mn(II) metal center has a distorted o-cta-hedral geometry, coordinated by the three chloride ligands showing a facial arrangement. Two water mol-ecules and the O-coordinated dpmaH cation [dpmaH = (di-methyl-phosphor-yl)methanaminium] complete the coordination sphere. Each complex mol-ecule is connected to its neighbours by O-H⋯Cl and N-H⋯Cl hydrogen bonds. Two of the chloride ligands and the two water ligands form a hydrogen-bonded polymeric sheet in the ab plane. Furthermore, these planes are connected to adjacent planes by hydrogen bonds from the aminium function of cationic dpmaH ligand. A pseudo-mirror plane perpendicular to the b axis in the chiral space group P21 is observed together with inversion twinning [ratio = 0.864 (5):0.136 (5)].
PubMed: 23723764
DOI: 10.1107/S1600536813008751 -
Acta Crystallographica. Section E,... Aug 2011The title compound, C(16)H(16)N(2)O(2)S, was synthesized by the reaction of 5-phenyl-4,5-dihydro-1H-pyrazole and 4-methyl-benzene-1-sulfonyl chloride. The five-membered...
The title compound, C(16)H(16)N(2)O(2)S, was synthesized by the reaction of 5-phenyl-4,5-dihydro-1H-pyrazole and 4-methyl-benzene-1-sulfonyl chloride. The five-membered pyrazoline ring is nearly planar, with a miximum deviation of 0.078 (2) Å.
PubMed: 22090949
DOI: 10.1107/S1600536811025001 -
Acta Crystallographica. Section E,... Jul 2008The crystal structure of the title compound {systematic name: (S)-(+)-N-[1-(2-chloro-phen-yl)-2-oxocyclo-hexyl]meth-anam-in-ium chloride}, C(13)H(17)ClNO(+)·Cl(-), was...
The crystal structure of the title compound {systematic name: (S)-(+)-N-[1-(2-chloro-phen-yl)-2-oxocyclo-hexyl]meth-anam-in-ium chloride}, C(13)H(17)ClNO(+)·Cl(-), was determined at 90 (2) K. The (S)-(+)-ketamine hydro-chloride salt is a well known anesthetic compound and is dramatically more potent than its R isomer. In the title compound, the cyclo-hexa-none ring adopts a chair conformation with the oxo group in the equatorial orientation. The methyl-amino and 2-chloro-phenyl groups at the 2-position have an equatorial and an axial orientation, respectively. The packing of ions is stabilized by an infinite one-dimensional ⋯Cl⋯H-N-H⋯Cl⋯ hydrogen-bonding network, involving NH(2) (+) groups as donors and chloride anions as acceptors.
PubMed: 21203199
DOI: 10.1107/S1600536808021053 -
Regulatory Toxicology and Pharmacology... Apr 2019Methyl Chloride (MeCl; Chloromethane) is a high production volume chemical (>1000 t/a) and is used as an industrial solvent. Based on cardiac lesions reported in... (Review)
Review
Methyl Chloride (MeCl; Chloromethane) is a high production volume chemical (>1000 t/a) and is used as an industrial solvent. Based on cardiac lesions reported in developmental toxicity studies in mice, but not in rats, manufacturers decided to classify MeCl as a developmental toxicant, cat. 2. Recently, the European Chemical Agency required a developmental toxicity study in a non-rodent species. No developmental toxicity was observed in rabbits in the recently completed, GLP, OECD 414 guideline study. In view of the absence of cardiac effects in rats and rabbits, the purpose of this review is to consider whether the cardiac effects reported in mice should be considered real effects and, if so, their potential for relevance to humans. This paper provides substantive new evidence with data from a third species and shows that an evaluation of the integrated scientific evidence indicates the reported developmental cardiac effects in mice, if not an artifact, are unlikely to be relevant to humans. As such the classification of MeCl for developmental toxicity was reconsidered.
Topics: Animals; Heart; Methyl Chloride; Mice; Rabbits; Rats; Toxicity Tests
PubMed: 30753850
DOI: 10.1016/j.yrtph.2019.02.001 -
Acta Crystallographica. Section E,... Jun 2010The title compound, C(9)H(9)NO(6)S, was prepared by the reaction of methanol and thionyl chloride with 4-methyl-sulfonyl-2-nitro-benzoic acid under mild conditions. The...
The title compound, C(9)H(9)NO(6)S, was prepared by the reaction of methanol and thionyl chloride with 4-methyl-sulfonyl-2-nitro-benzoic acid under mild conditions. The dihedral angle between the nitro group and benzene ring is 21.33 (19)° and that between the carboxyl-ate group and the benzene ring is 72.09 (17)°. The crystal structure is stabilized by weak inter-molecular bifurcated C-H⋯O inter-actions occurring in the (100) plane.
PubMed: 21587895
DOI: 10.1107/S1600536810021914