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[ CAS No. 622-95-7 ] {[proInfo.proName]}

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Chemical Structure| 622-95-7
Chemical Structure| 622-95-7
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Product Citations

Product Citations      Expand+

Dube, Phelelisiwe S. ; Angula, Klaudia T. ; Legoabe, Lesetja J. , et al. DOI: PubMed ID:

Abstract: Herein, we describe 39 novel quinolone compounds bearing a hydrophilic amine chain and varied substituted benzyloxy units. These compounds demonstrate broad-spectrum activities against acid-fast bacterium, Gram-pos. and -neg. bacteria, fungi, and leishmania parasite. Compound 30 maintained antitubercular activity against moxifloxacin-, isoniazid-, and rifampicin-resistant Mycobacterium tuberculosis, while 37 exhibited low micromolar activities (<1 μg/mL) against World Health Organization (WHO) critical pathogens: Cryptococcus neoformans, Acinetobacter baumannii, and Pseudomonas aeruginosa. Compounds in this study are metabolically robust, demonstrating % remnant of >98% after 30 min in the presence of human, rat, and mouse liver microsomes. Several compounds thus reported here are promising leads for the treatment of diseases caused by infectious agents.

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Zehuan Huang ; Xiaoyi Chen ; Stephen J. K. O’Neill , et al. DOI: PubMed ID:

Abstract: Supramolecular polymer networks are non-covalently crosslinked soft materials that exhibit unique mechanical features such as self-healing, high toughness and stretchability. Previous studies have focused on optimizing such properties using fast-dissociative crosslinks (that is, for an aqueous system, dissociation rate constant kd?>?10?s?1). Herein, we describe non-covalent crosslinkers with slow, tuneable dissociation kinetics (kd?

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Product Details of [ 622-95-7 ]

CAS No. :622-95-7 MDL No. :MFCD00040714
Formula : C7H6BrCl Boiling Point : -
Linear Structure Formula :- InChI Key :KQNBRMUBPRGXSL-UHFFFAOYSA-N
M.W : 205.48 Pubchem ID :69329
Synonyms :
Chemical Name :1-(Bromomethyl)-4-chlorobenzene

Calculated chemistry of [ 622-95-7 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.14
Num. rotatable bonds : 1
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 44.29
TPSA : 0.0 ?2

Pharmacokinetics

GI absorption : Low
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) : -5.17 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.32
Log Po/w (XLOGP3) : 3.35
Log Po/w (WLOGP) : 3.08
Log Po/w (MLOGP) : 3.68
Log Po/w (SILICOS-IT) : 3.49
Consensus Log Po/w : 3.18

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.65
Solubility : 0.0458 mg/ml ; 0.000223 mol/l
Class : Soluble
Log S (Ali) : -3.03
Solubility : 0.193 mg/ml ; 0.000939 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.28
Solubility : 0.0109 mg/ml ; 0.000053 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.52

Safety of [ 622-95-7 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:1759
Hazard Statements:H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 622-95-7 ]

* 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.

  • Downstream synthetic route of [ 622-95-7 ]

[ 622-95-7 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 119838-38-9 ]
  • [ 622-95-7 ]
  • [ 123052-81-3 ]
  • 2
  • [ 622-95-7 ]
  • [ 116970-50-4 ]
  • [ 116970-58-2 ]
  • 3
  • [ 107819-90-9 ]
  • [ 622-95-7 ]
  • 1,3-bis-tert-butoxycarbonyl-1-(4'-chlorobenzyl)-2-methyl-2-thiopseudourea [ No CAS ]
  • 4
  • [ 106-43-4 ]
  • [ 57310-39-1 ]
  • [ 622-95-7 ]
  • 7
  • [ 622-95-7 ]
  • [ 190900-21-1 ]
  • [ 1076243-01-0 ]
YieldReaction ConditionsOperation in experiment
4-(4-Chloro-benzyl)-5-oxo-[l,4]diazepane-l-carboxylic acid t-butyl ester5-Oxo-[l,4]diazepane-l-carboxylic acid t-butyl ester (70 mg, 0.33 mmol) was added to a solution of KHMDS (91 mg, 0.46 mmol) in dry THF (1.6 ml) at app. -70 0C. After stirring <n="39"/>for 15 min the/?-chlorobenzyl bromide (74 mg, 0.36 mmol) was added to the reaction mixture. The reaction was quenched after 6 h at -75 0C by addition OfH2O and diluted with CH2Cl2. The organic phase was washed with H2O and filtered through an Extrelut tube.(R)., which was rinsed with CH2Cl2. The resulting organic phase was evaporated and purified by flash chromatography (SiO2, CH2Cl2-EtOAc) to give 50 mg of the subtitled compound as a semisolid.1R NMR (CD3OD) delta 7.31 (m, 4H), 4.58 (s, 2H), 3.59 (m, 2H), 3.44-3.50 (m, 4H), 2.75 (m,2H), 1.45 (s, 9H).
  • 8
  • [ 932-53-6 ]
  • [ 622-95-7 ]
  • [ 1207441-71-1 ]
YieldReaction ConditionsOperation in experiment
84% With sodium hydride; In dimethyl sulfoxide; mineral oil; at 20℃; for 0.25h;Inert atmosphere; According to Scheme 4 Step 1: To a solution of Azathymine (300 mg, 2.36 mmol) and 4-chlorobenzyl bromide (485 mg, 2.36 mmol) in DMSO (10 mL) was added portionwise NaH (55%) (103 mg, 2.36 mmol) at room temperature under nitrogen atmosphere. The mixture was stirred for 15 min at room temperature. Ethyl Acetate was then added (150 mL) and the organic layer was extracted thrice with water (100 mL). The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to afford a yellow solid. The crude solid was purified by flash chromatography with silica gel using CH2Cl2/MeOH 98/2 as eluant to afford 4-(4-chlorobenzyl)-<strong>[932-53-6]6-methyl-1,2,4-triazine-3,5(2H,4H)-dione</strong> 8(A) (500 mg, 84%) as a white solid.LC1: Rt=3.66MS m/z (ES) [M-H]-=249
  • 9
  • [ 93247-78-0 ]
  • [ 622-95-7 ]
  • [ 1097196-86-5 ]
YieldReaction ConditionsOperation in experiment
A mixture of <strong>[93247-78-0]methyl indole-7-carboxylate</strong> (6.0 g) and DMF (60 mL) was ice-cooled, and potassium tert-butoxide (5.38 g) was added thereto, followed by stirring at the same temperature for 30 minutes. Then, 4-chlorobenzylbromide (7.39 g) was added thereto, followed by stirring at room temperature for 3 hours. The reaction mixture was ice-cooled, and water (60 mL) was added thereto, followed by extraction with ethyl acetate (80 mL). The organic layer was washed with 1 M hydrochloric acid, a saturated sodium bicarbonate solution, and saturated saline in this order, dried over magnesium sulfate, and then concentrated under reduced pressure. The residue was left to stand for 3 days for solidification, and washed with hexane-ethyl acetate (8:1, 18 mL) to obtain methyl 1-(4-chlorobenzyl)-1H-indole-7-carboxylate (4.94 g) as a pale yellow solid.
  • 10
  • [ 150008-24-5 ]
  • [ 622-95-7 ]
  • [ 224178-71-6 ]
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