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[ CAS No. 6826-24-0 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 6826-24-0
Chemical Structure| 6826-24-0
Chemical Structure| 6826-24-0
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Quality Control of [ 6826-24-0 ]

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Product Details of [ 6826-24-0 ]

CAS No. :6826-24-0 MDL No. :MFCD00087876
Formula : C9H8N2O Boiling Point : -
Linear Structure Formula :- InChI Key :IUHYFLKPKSFRCT-UHFFFAOYSA-N
M.W : 160.17 Pubchem ID :12707563
Synonyms :

Calculated chemistry of [ 6826-24-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 11
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 46.34
TPSA : 52.05 Ų

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) : -6.11 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.63
Log Po/w (XLOGP3) : 1.65
Log Po/w (WLOGP) : 1.93
Log Po/w (MLOGP) : 0.85
Log Po/w (SILICOS-IT) : 1.73
Consensus Log Po/w : 1.56

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.48
Solubility : 0.524 mg/ml ; 0.00327 mol/l
Class : Soluble
Log S (Ali) : -2.36
Solubility : 0.705 mg/ml ; 0.0044 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.38
Solubility : 0.066 mg/ml ; 0.000412 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.34

Safety of [ 6826-24-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 6826-24-0 ]

* 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 [ 6826-24-0 ]

[ 6826-24-0 ] Synthesis Path-Downstream   1~26

  • 1
  • [ 6826-24-0 ]
  • [ 121-60-8 ]
  • [ 860542-40-1 ]
  • 3
  • [ 156-62-7 ]
  • [ 70-11-1 ]
  • [ 6826-24-0 ]
  • 5
  • [ 6826-24-0 ]
  • [ 108-24-7 ]
  • [ 6826-25-1 ]
  • 6
  • [ 6826-24-0 ]
  • [ 96887-92-2 ]
  • [ 140685-76-3 ]
  • 7
  • [ 6826-24-0 ]
  • [ 103-71-9 ]
  • [ 90831-46-2 ]
  • 8
  • [ 6826-24-0 ]
  • [ 103-71-9 ]
  • 2,6-diphenyl-5H-oxazolo<3,2-a><1,3,5>tirazine-5,7(6H)-dione [ No CAS ]
  • 9
  • [ 6826-24-0 ]
  • [ 624-83-9 ]
  • [ 90831-45-1 ]
  • 10
  • [ 6826-24-0 ]
  • (2S,5R)-5-Phenyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester [ No CAS ]
  • (2S,5R)-5-Phenyl-2-(5-phenyl-oxazol-2-ylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester [ No CAS ]
  • 12
  • [ 6826-24-0 ]
  • [ 119072-55-8 ]
  • [ 100-52-7 ]
  • tert-Butyl-(2,6-diphenyl-imidazo[2,1-b]oxazol-5-yl)-amine [ No CAS ]
  • 15
  • [ 70-11-1 ]
  • monosodium-cyanamide [ No CAS ]
  • [ 6826-24-0 ]
  • 16
  • 2-phenyloxazolo[3,2-a]pyrimidinium perchlorate [ No CAS ]
  • [ 6826-24-0 ]
  • 17
  • [ 933053-16-8 ]
  • [ 6826-24-0 ]
  • 18
  • [ 70-11-1 ]
  • CS2 [ No CAS ]
  • [ 6826-24-0 ]
  • 19
  • [ 6826-24-0 ]
  • sulfanilic acid-(5-phenyl-oxazol-2-ylamide) [ No CAS ]
  • 20
  • [ 420-04-2 ]
  • [ 582-24-1 ]
  • [ 6826-24-0 ]
YieldReaction ConditionsOperation in experiment
21% In ethanol;Inert atmosphere; Reflux; Step 1: To a solution of 2-hydroxyacetophenone (1.0 g, 7.4 mmol) in ethanol (20 mL) was added cyanamide (400 mg, 9.4 mmol) and the reaction mixture was heated at reflux under nitrogen overnight. The reaction mixture was poured into aqueous 6N HCl (40 mL) and washed with ethyl acetate and ethyl acetate layer discarded. The aqueous layer was made alkaline with aqueous NaOH and extracted 3 times with ethyl acetate. The combined organic phase was dried over Na2SO4 and concentrated in vacuo to afford 5-phenyl-oxazol-2-ylamine (250 mg, 21%):
  • 21
  • [ 122-78-1 ]
  • [ 6826-24-0 ]
  • 22
  • [ 16927-13-2 ]
  • [ 57-13-6 ]
  • [ 6826-24-0 ]
YieldReaction ConditionsOperation in experiment
200 mg In ethanol; at 20 - 80℃; for 6.0h;Inert atmosphere; [000318] Synthesis of 5-phenyloxazol-2-amine (396): To a stirred solution of compound 394 (800 mg, crude) in EtOH (10 mL) under inert atmosphere was added urea 395 (482 mg, 8.04 mmol) at RT; heated at 80 C and stirred for 6 h. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo and the residue was diluted with water (60 mL). The pH was neutralized with 10% aqueous NaHCO3 solution (10 mL) and extracted with EtOAc (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through flash column chromatography using 2-3% MeOH/ CH2C12 to afford compound 396 (200 mg, 32%) as an off-white solid. TLC: 5% MeOH/ CH2C12 (Rj: 0.5); 1H NMR (400 MHz, DMSOd 6): oe 7.45 (d, J 7.2 Hz, 2H), 7.36 (t, J 7.8 Hz, 2H), 7.21-7.16 (m, 2H), 6.81 (s, 2H);
  • 23
  • [ 6826-24-0 ]
  • [ 935433-74-2 ]
  • C23H14FN3O3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; at 0 - 20℃; for 16.0h;Inert atmosphere; [000216] To a stirred solution of compound 35 (50 mg, 0.17 mmol) in CH2C12 (5 mL) under argon atmosphere were added ethyl 2-amino-2-(pyridin-2-yl) acetate hydrochloride 249 (26 mg, 0.17 mmol), propylphosphonic anhydride (50% solution in EtOAc, 0.22 mL, 0.34 mmol), NMM (0.037 mL, 0.34 mmol) at 0 C; warmed to RT and stirred for 16 h. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo and diluted with water (20 mL) or the pH of the reaction mixture was adjusted to 8 and extracted with CH2C12 (2 x 30 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain the crude. The crude was purified either through silica gel column chromatography or triturated to afford the desired product.
  • 24
  • [ 6826-24-0 ]
  • 4-nitrophenyl 4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenethylcarbamate [ No CAS ]
  • 1-(5-phenyloxazol-2-yl)-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenethyl)urea [ No CAS ]
YieldReaction ConditionsOperation in experiment
18% With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 5.0h;Reflux; To a solution of 4-nitrophenyl 4-( l-(4-(trifluoromethoxy)phenyl)- ltf-l,2,4-triazol-3-yl)phenethylcarbamate (C33) (0.174 g, 0.340 mmol) in tetrahydrofuran (3.4 mL) was added <strong>[6826-24-0]5-phenyloxazol-2-amine</strong> (0.0570 g, 0.360 mmole) and diisopropylethylamine (0.120 mL, 0.689 mmol). The mixture was refluxed for 5 hours. After cooling, the solution was diluted with methanol (5 mL) and adsorbed onto Celite. Purification by flash column chromatography using 0-100% ethyl acetate/(l : l hexanes/dichloromethane) as eluent provided the title molecule as a white solid (0.0310 g, 18%).
  • 25
  • [ 6826-24-0 ]
  • 1-[6-chloro-4-(difluoromethyl)-2-pyridyl]-4-(oxetan-3-yl)piperazine [ No CAS ]
  • N-[4-(difluoromethyl)-6-[4-(oxetan-3-yl)piperazin-1-yl]-2-pyridyl]-5-phenyloxazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With [2-(di-tert-butylphosphino)-2?,4?,6?-triisopropyl-1,1?-biphenyl][2-((2-aminoethyl)phenyl)]palladium(II) chloride; sodium t-butanolate; In 1,4-dioxane; at 125℃; for 1.16667h;Microwave irradiation; Inert atmosphere; [00292] l-[6-chloro-4-(difluoromethyl)-2-pyridyl]-4-(oxetan-3-yl)piperazine (50 mg, 0.16 mmol), <strong>[6826-24-0]5-phenyloxazol-2-amine</strong> (53 mg, 0.33 mmol) and sodium t-butoxide (32 mg, 0.33 mmol) were suspended in 1,4-dioxane (3 mL) and purged with N2 for several minutes before addition chloro(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-l, - biphenyl)[2-(2-aminoethyl)phenyl] palladium(II) (-BuXPhos Palladacycle) (10 mg, 0.014 mmol). The mixture was microwaved at 125C for 70 minutes. The reaction was quenched with methanol (2 mL), diluted with dichloromethane (15 mL), washed with water (5 mL), brine (5 mL), dried over sodium sulfate, filtered and concentrated. The crude material was subjected to flash chromatography purification (12g silica; 0% to 5% to 10% of ethanol in ethyl acetate) to provide N-[4-(difluoromethyl)-6-[4- (oxetan-3-yl)piperazin-l-yl]-2-pyridyl]-<strong>[6826-24-0]5-phenyloxazol-2-amine</strong> (50 mg, 68%). XH NMR (300 MHz, CDC13) delta 7.55 (dd, J = 14.0, 6.7 Hz, 4H), 7.42 (t, J = 7.6 Hz, 2H), 7.35 - 7.25 (m, 2H), 6.68 (d, J = 56.0 Hz, 1H), 6.44 (s, 1H), 4.83 - 4.60 (m, 4H), 3.79 - 3.49 (m, 5H), 2.57 - 2.35 (m, 4H) ppm. ESI-MS m/z calc. 427.18, found 428.03 (M+l)+; Retention time: 0.67 minutes.
  • 26
  • [ 6826-24-0 ]
  • 1-(3-bromo-5-methylphenyl)-4-(3-methyloxetan-3-yl)piperazine [ No CAS ]
  • N-[3-methyl-5-[4-(3-methyloxetan-3-yl)piperazin-1-yl]phenyl]-5-phenyloxazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With [2-(di-tert-butylphosphino)-2?,4?,6?-triisopropyl-1,1?-biphenyl][2-((2-aminoethyl)phenyl)]palladium(II) chloride; sodium t-butanolate; In 1,4-dioxane; at 125℃; for 1.0h;Microwave irradiation; Inert atmosphere; [00299] <strong>[6826-24-0]5-phenyloxazol-2-amine</strong> (63 mg, 0.39 mmol), l-(3-bromo-5-methyl- phenyl)-4-(3-methyloxetan-3-yl)piperazine (80 mg, 0.25mmol) and sodium t-butoxide (50 mg, 0.52 mmol) were suspended in 1,4-dioxane (4 mL) and purged with N2 for several minutes before addition of chloro(2-di-t-but lphosphino-2',4',6'-tri-i-propyl- l,r-biphenyl)[2-(2-aminoethyl)phenyl] palladium(II) (i-BuXPhos Palladacycle) (13 mg, 0.02 mmol). The mixture was microwaved at 125 C for 60 minutes. The reaction was quenched with methanol (2 mL) and diluted with dichloromethane. After filtration (Florisil/10 g), the excess solvent was evaporated under reduced pressure. The crude material was subjected to flash chromatography purification (12g silica; 0% to 5% of ethanol in ethyl acetate) to give N-[3-methyl-5-[4-(3- methyloxetan-3-yl)piperazin-l-yl]phenyl]-5-phenyl-oxazol-2-amine (75 mg, 72%). XH NMR (300 MHz, CDC13) delta 7.61 - 7.49 (m, 2H), 7.40 (t, J = 7.7 Hz, 2H), 7.26 (d, J = 7.4Hz, 1H), 7.17 (s, 1H), 7.03 (s, 1H), 6.93 (s, 1H), 6.79 (s, 1H), 6.47 (s, 1H), 4.71 (d, J = 5.5 Hz, 2H), 4.30 (d, J = 5.8 Hz, 2H), 3.49 - 3.18 (m, 4H), 2.74 - 2.45 (m, 4H), 2.35 (s, 3H) ppm. ESI-MS m/z calc. 404.22, found 405.28 (M+l)+; Retention time: 0.64 minutes.
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • Amides Can Be Converted into Aldehydes • Amine Synthesis from Nitriles • Amine Synthesis from Nitriles • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • Azide Reduction by LiAlH4 • Azide Reduction by LiAlH4 • Basicity of Amines • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Chichibabin Reaction • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Conversion of Amino with Nitro • Deprotonation of Methylbenzene • Diazotization Reaction • DIBAL Attack Nitriles to Give Ketones • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Enamine Formation • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Benzene • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hofmann Elimination • Hofmann Rearrangement • Hydride Reductions • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Leuckart-Wallach Reaction • Mannich Reaction • Methylation of Ammonia • Methylation of Ammonia • Nitration of Benzene • Nitrosation of Amines • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Peptide Bond Formation with DCC • Petasis Reaction • Preparation of Alkylbenzene • Preparation of Amines • Preparation of LDA • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reductive Amination • Reductive Amination • Reductive Removal of a Diazonium Group • Reverse Sulfonation——Hydrolysis • Ring Opening of Azacyclopropanes • Ring Opening of Azacyclopropanes • Ring Opening of Oxacyclobutanes • Specialized Acylation Reagents-Vilsmeier Reagent • Strecker Synthesis • Sulfonation of Benzene • Synthesis of 2-Amino Nitriles • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Nitro Group Conver to the Amino Function • Ugi Reaction • Vilsmeier-Haack Reaction
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; ;