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[ CAS No. 3132-99-8 ] {[proInfo.proName]}

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Chemical Structure| 3132-99-8
Chemical Structure| 3132-99-8
Structure of 3132-99-8 * Storage: {[proInfo.prStorage]}

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Product Citations

Product Citations

Dylan Hart ; Lesetja J. Legoabe ; Omobolanle J. Jesumoroti , et al. DOI: PubMed ID:

Abstract: Herein we report the synthesis of novel compounds inspired by the antimicrobial activities of nitroazole and thiazolidin-4-one based compounds reported in the literature. Target compounds were investigated in?vitro for antitubercular, antibacterial, antifungal, and overt cell toxicity properties. All compounds exhibited potent antitubercular activity. Most compounds exhibited low micromolar activity against S. aureus and C. albicans with no overt cell toxicity against HEK-293 cells nor haemolysis against human red blood cells. Notably, compound 3b exhibited low to sub-micromolar activities against Mtb, MRSA, and C. albicans. 3b showed superior activity (0.25?μg/ml) against MRSA compared to vancomycin (1?μg/ml).

Purchased from AmBeed: ; ; ; ; ; ; ; ; ; 591-31-1 ; ; ; ; ; ; 123-08-0 ; 100-52-7 ; ; 89-98-5

Product Details of [ 3132-99-8 ]

CAS No. :3132-99-8 MDL No. :MFCD00003345
Formula : C7H5BrO Boiling Point : No data available
Linear Structure Formula :- InChI Key :SUISZCALMBHJQX-UHFFFAOYSA-N
M.W : 185.02 Pubchem ID :76583
Synonyms :

Calculated chemistry of [ 3132-99-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 39.53
TPSA : 17.07 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.77 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.68
Log Po/w (XLOGP3) : 2.34
Log Po/w (WLOGP) : 2.26
Log Po/w (MLOGP) : 2.21
Log Po/w (SILICOS-IT) : 2.68
Consensus Log Po/w : 2.23

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.89
Solubility : 0.239 mg/ml ; 0.00129 mol/l
Class : Soluble
Log S (Ali) : -2.34
Solubility : 0.85 mg/ml ; 0.00459 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.2
Solubility : 0.117 mg/ml ; 0.000634 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.12

Safety of [ 3132-99-8 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3132-99-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 3132-99-8 ]
  • Downstream synthetic route of [ 3132-99-8 ]

[ 3132-99-8 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 3132-99-8 ]
  • [ 128796-39-4 ]
  • [ 343604-24-0 ]
Reference： [1] Patent: WO2005/118542, 2005, A1, . Location in patent: Page/Page column 45-46
[2] ChemMedChem, 2016, p. 2194 - 2204
[3] Archiv der Pharmazie, 2005, vol. 338, # 1, p. 9 - 17
[4] Pharmazie, 2003, vol. 58, # 12, p. 854 - 856
[5] Organic Letters, 2011, vol. 13, # 5, p. 952 - 955
[6] Angewandte Chemie - International Edition, 2018, vol. 57, # 17, p. 4622 - 4626[7] Angew. Chem., 2018, vol. 130, # 17, p. 4712 - 4716,5
  • 2
  • [ 3132-99-8 ]
  • [ 899350-32-4 ]
Reference： [1] Patent: WO2014/99503, 2014, A1,
  • 3
  • [ 3132-99-8 ]
  • [ 1670-14-0 ]
  • [ 98-86-2 ]
  • [ 864377-28-6 ]
YieldReaction ConditionsOperation in experiment
26%
Stage #1: With sodium methylate In methanol; ethanol at 20℃; for 9 h; Inert atmosphere; Reflux
Stage #2: With sodium hydroxide In methanol; ethanol at 70℃; for 5 h; 		3-bromobenzaldehyde (18.5 g, 100 mmol), acetophenone (12.0 g, 100 mmol), 1N-sadium methoxide/methanol solution (10 ml) and ethanol (200 ml) were stirred for five hours at the room temperature under an Ar gas atmosphere. Subsequently, the reactant mixture was heated and stirred for another four hours at a reflux temperature. Next, benzamidine hydrochloride (9.4 g, 60 mmol) and sodium hydroxide (8.0 g, 200 mmol) were added thereto and stirred for five hours at 70 degrees C. After the reaction, the reactant mixture was filtered to separate an extract. The extract was refined by silica-gel column chromatography (a developing solvent: dichloromethane) to provide an intermediate body X6 as a white solid. A yield of the intermediate body X6 was 10.1 g and a yield rate thereof was 26percent.
Reference： [1] Patent: US2016/343955, 2016, A1,
[2] Patent: EP2489664, 2012, A1, . Location in patent: Page/Page column 46-47
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Technical Information

? Alkyl Halide Occurrence ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Chaykovsky Reaction ? Corey-Fuchs Reaction ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hantzsch Dihydropyridine Synthesis ? Henry Nitroaldol Reaction ? Hiyama Cross-Coupling Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Julia-Kocienski Olefination ? Kinetics of Alkyl Halides ? Knoevenagel Condensation ? Kumada Cross-Coupling Reaction ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Mukaiyama Aldol Reaction ? Nozaki-Hiyama-Kishi Reaction ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Reformatsky Reaction ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Stetter Reaction ? Stille Coupling ? Stobbe Condensation ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction
Historical Records

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