X-ray Structural Characterization of Anhydrous Metronidazole Benzoate and Metronidazole Benzoate Monohydrate

Caira, Mino R.; Nassimbeni, Luigi R.; Oudtshoorn, Bosch van

doi:10.1002/jps.2600821003

Cited by 41 publications

(8 citation statements)

References 11 publications

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“…, not many changes in 2θ occurred but a significant shift of CTM was observed. The shifting of diffractogram has exhibited the interaction of material in solid state or changes of internal space group of molecular structure [20][21]. The result of diffractogram showed shifting for several peaks at 2Ɵ angle, it showed the changes in space group of structural [14].…”

Section: Fig 1: Pct (A) Ctm (C) and Their Physical Mixture (B)mentioning

confidence: 96%

Solid State Characterization of a Novel Physical Interaction (Paracetamol-Chlorpheniramine Maleate)

2018

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Objective: Interactions of active pharmaceutical ingredients (API) as well as pharmaceutical excipients don't occur in a pharmaceutical dosage form. Base on structures of paracetamol (PCT) and chlorphenamine maleate (CTM), its combination is possible to give a physical interaction in the solid state. This study was conducted to investigate the physical interaction of PCT and CTM in the solid state.Methods: Characterization used the polarization microscope, solubility test, powder x-ray diffraction (PXRD) to observe peak shifting in 2Ɵ angle, and fourier transform infrared spectroscopy (FT-IR) to examine wavenumber shifting. Results:Results of solubility exhibited an increased solubility percentage with increasing concentration. Polarization microscope analysis presented a combination of crystal morphology after the two substances were mixed in an equimolar ratio. The result of melting point determination of each pure substance was 172 °C for PCT, 132 °C for CTM, and 170 °C for the mixture of the two substances in various ratios. Diffractogram showed the shifting at angle 2Ɵ: 20.715, 19.355-23.500 and 21.840, 26.455-20.330 for concentration ratio of PCT: CTM in (132:0.5) and (330:1) respectively and any change in the functional group was observed from infrared spectrum. Conclusion:All evaluation of PCT and CTM in the solid state has exhibited the interaction in solid condition.

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Section: Fig 1: Pct (A) Ctm (C) and Their Physical Mixture (B)mentioning

confidence: 96%

Solid State Characterization of a Novel Physical Interaction (Paracetamol-Chlorpheniramine Maleate)

2018

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“…This drug is indicated for the treatment of infections caused by a wide range of anaerobic, protozoan and bacteroid bacteria, including trichomoniasis, amebiasis, vaginosis and gingivitis (Bempong et al, 2005;Caira et al, 1993). Hoelgaard & Møller (1983) reported two anhydrous (anhydrates I and II) and one monohydrate (BZMDH) form of BZMD, but just the monohydrate and the commercial anhydrous forms have had their crystallographic structures elucidated (Caira et al, 1993). However, none of these structures is reported in the Cambridge Structural Database (CSD; Groom et al, 2016).…”

Section: Introductionmentioning

confidence: 99%

“…The crystalline structure of anhydrate I is mainly determined by C-HÁ Á Á interactions and weak hydrogen bonds; among them it is relevant to emphasize the role of the N atom of the imidazole group as an acceptor. This fact is evident in the monohydrated form, as the simplest multicomponent BZMD structure, where water molecules act as bridges through OW-HÁ Á ÁN and OW-HÁ Á ÁO hydrogen bonds (Caira et al, 1993). Based on these structures, the imidazole group seems to be a suitable acceptor for hydrogen bonds with coformers containing hydroxy groups.…”

Section: Introductionmentioning

confidence: 99%

The design of novel metronidazole benzoate structures: exploring stoichiometric diversity

et al. 2019

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“…17 Since thiols are absent in nucleic acids, this enone system may be free of mutagenicity and carcinogenicity caused by some alkylating agents used in cancer chemotherapy. 18 Meanwhile, accumulating evidence also demonstrates that dienone compounds with double α , β -unsaturated ketone functionalities, such as curcumin 19 (Figure 1), have a capability to undergo two successive alkylations at the β -positions by cellular thiols which interfere with biological cascades at multiple points. This is highly deleterious for malignant cells 17a–b,20 and may also permit selective or greater toxicity to malignant cells versus the corresponding normal cells, 21 consequently leading to an excellent tolerability in mammal models.…”

Section: Introductionmentioning

confidence: 99%

Oridonin Ring A-Based Diverse Constructions of Enone Functionality: Identification of Novel Dienone Analogues Effective for Highly Aggressive Breast Cancer by Inducing Apoptosis

et al. 2013

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Oridonin (1) has attracted considerable attention in recent years due to its unique and safe anticancer pharmacological profile. Nevertheless, it exhibits moderate to poor effects against highly aggressive cancers including triple-negative and drug-resistant breast cancer cells. Herein, we report the rational design and synthesis of novel dienone derivatives with an additional α,β-unsaturated ketone system diversely installed in the A-ring based on this class of natural scaffold that features dense functionalities and stereochemistry-rich frameworks. Efficient and regioselective enone construction strategies have been established. Meanwhile, a unique 3,7-rearrangement reaction was identified to furnish an unprecedented dienone scaffold. Intriguingly, these new analogues have been demonstrated to significantly induce apoptosis and inhibit colony formation with superior antitumor effects against aggressive and drug-resistant breast cancer cells in vitro and in vivo, while also exhibiting comparable or lower toxicity to normal human mammary epithelial cells in comparison with 1.

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X-ray Structural Characterization of Anhydrous Metronidazole Benzoate and Metronidazole Benzoate Monohydrate

Cited by 41 publications

References 11 publications

Solid State Characterization of a Novel Physical Interaction (Paracetamol-Chlorpheniramine Maleate)

Solid State Characterization of a Novel Physical Interaction (Paracetamol-Chlorpheniramine Maleate)

The design of novel metronidazole benzoate structures: exploring stoichiometric diversity

Oridonin Ring A-Based Diverse Constructions of Enone Functionality: Identification of Novel Dienone Analogues Effective for Highly Aggressive Breast Cancer by Inducing Apoptosis

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