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[ CAS No. 154926-98-4 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 154926-98-4
Chemical Structure| 154926-98-4
Chemical Structure| 154926-98-4
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Quality Control of [ 154926-98-4 ]

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Product Details of [ 154926-98-4 ]

CAS No. :154926-98-4 MDL No. :MFCD03789032
Formula : C6H8N2O Boiling Point : -
Linear Structure Formula :- InChI Key :BRWYDRSSDKRKBX-UHFFFAOYSA-N
M.W : 124.14 Pubchem ID :2758901
Synonyms :

Calculated chemistry of [ 154926-98-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.33
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 33.75
TPSA : 45.75 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.7 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.76
Log Po/w (XLOGP3) : 0.51
Log Po/w (WLOGP) : 0.78
Log Po/w (MLOGP) : -0.25
Log Po/w (SILICOS-IT) : 1.81
Consensus Log Po/w : 0.72

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.21
Solubility : 7.65 mg/ml ; 0.0616 mol/l
Class : Very soluble
Log S (Ali) : -1.04
Solubility : 11.3 mg/ml ; 0.091 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.93
Solubility : 1.45 mg/ml ; 0.0117 mol/l
Class : Soluble

Medicinal Chemistry

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

Safety of [ 154926-98-4 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 154926-98-4 ]

* 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 [ 154926-98-4 ]

[ 154926-98-4 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 154926-98-4 ]
  • [ 934828-07-6 ]
  • C29H37N5O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 3-ethyl-1H-pyrazole-4-carbaldehyde; tert-butyl 2-[(4-piperidin-4-ylbenzoyl)amino]phenylcarbamate In dichloromethane at 20℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 24h; Stage #3: With ammonia In methanol 5 tert-Butyl 2-[(4-piperidin-4-ylbenzoyl)amino]phenylcarbamate (prepared as described in Method 1 below; 395 mg, 1.0 mmol) and 3-ethyl-lH-pyrazole-4-carbaldehyde (149 mg, o 1.2 mmol) were stirred at ambient temperature in dichloromethane (10 ml) for 1 hour. Sodium triacetoxyborohydride (297 mg, 1.4 mmol) was added and the mixture stirred at ambient temperature for 24 hours. The resulting solution was absorbed onto an SCX-2 column which was washed with methanol (2 column volumes) and then the product eluted EPO with a 2M solution of ammonia in methanol (2 column volumes) to give the product as a white foam. This was purified by chromatography on silica eluting with 10% methanol in dichloromethane. The residue was dissolved in dichloromethane (4 ml) and trifluoroacetic acid (1 ml) was added and the mixture stirred for 3 hours at ambient temperature. The resulting solution was absorbed onto an SCX-2 column which was washed with methanol (2 column volumes) and then the product eluted with a 2M solution of ammonia in methanol (2 column volumes) to give the title compound (232 mg, 75 %). NMR Spectrum: (DMSO dβ) δ 1.18 (t, 3H), 1.65 (m, 2H), 1.77 (m, 2H), 2.00 (m, 2H), 2.57 (m, 3H), 2.95 (m, 2H), 3.34 (s, 2H), 4.86 (br s, 2H), 6.60 (m, IH), 6.78 (d, IH), 6.97 (m, IH), 7.17 (d, IH), 7.29 (br s, IH), 7.37 (d, 2H), 7.91 (d, 2H), 9.55 (s, IH), 12.39 (s, IH); Mass Spectrum: M+H+ 404.
  • 2
  • [ 624-46-4 ]
  • [ 33513-42-7 ]
  • [ 154926-98-4 ]
YieldReaction ConditionsOperation in experiment
16% Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 1.5h; Stage #2: butan-2-one semicarbazone at 0 - 70℃; Stage #3: With sodium hydroxide In water Cooling with ice; 2 To cool DMF (50 mL) at 0 9C, POCI3 (30 mL) was added dropwise over 30 minutes, and maintained at 0 9C for 1 hour. To the mixture was added butan-2-one semicarbazone (10 g, 78 mmol) in portions at 02C and maintained at 70 9C for 4 hours. The mixture was poured into crushed ice (700 g), neutralized using 10% NaOH solution and extracted using ethyl acetate (3x100 ml_). The combined organic layers were washed with water (2x80 ml_), saturated aqueous NaCI (100 mL), dried over anhydrous Na2SO4 and concentrated to obtain a crude product, which was purified by column chromatography (60-120 mesh silica gel) using 3-5% methanol in chloroform as eluents to afford 3-ethyl-1 H-pyrazole-4-carbaldehyde (1.5 g, 16%) as solid. 1H NMR (CDCI3) δ 9.95 (s, 1 H), 8.0 (s, 1 H), 3.0 (q, 2H), 1.35 (t, 3H).
  • 3
  • [ 154926-98-4 ]
  • [ 123-25-1 ]
  • C12H16N2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% Stage #1: 3-ethyl-1H-pyrazole-4-carbaldehyde; succinic acid diethyl ester With potassium <i>tert</i>-butylate; <i>tert</i>-butyl alcohol at 80℃; for 3h; Stage #2: With hydrogenchloride In water 2 To a solution of 3-ethyl-1 H-pyrazole-4-carbaldehyde (2.2 g, 18 mmol) and diethyl succinate (12.3 g, 71.0 mmol) in t-butanol (15 mL) was added a solution of t-BuOK (8.08 g, 53.2 mmol) in t-butanol (10 mL). The mixture was heated to 80 eC for 3 hours before the mixture was concentrated. The obtained residue was dissolved in water (30 mL), acidified (pH~2) using 6 N HCI and extracted with ethyl acetate (2x30 mL). The combined organic layers were washed with aqueous NaHCO3 (2x50 mL). The combined aqueous layers were acidified (pH~2) and extracted with ethyl acetate (2x75 mL). The combined ethyl acetate layers were washed with saturated aqueous NaCI (25 mL), dried over anhydrous Na2SO4 and concentrated to afford ethyl 2-[(3-ethyl-1 H-pyrazol-4-yl)methylene]-4-oxopentanoate (4 g, 100%) as gum, which was taken as such into next step.
  • 4
  • [ 154926-98-4 ]
  • [ 113766-05-5 ]
  • [ 1258254-26-0 ]
YieldReaction ConditionsOperation in experiment
78% With sulfuric acid In ethanol for 10h; Reflux;
  • 5
  • [ 154926-98-4 ]
  • [ 113520-64-2 ]
  • [ 1258254-23-7 ]
YieldReaction ConditionsOperation in experiment
41% With sulfuric acid In ethanol for 10h; Reflux;
  • 6
  • [ 154926-98-4 ]
  • [ 4461-15-8 ]
  • [ 1258254-20-4 ]
YieldReaction ConditionsOperation in experiment
32% With sulfuric acid In ethanol for 10h; Reflux;
  • 7
  • [ 154926-98-4 ]
  • [ 4413-42-7 ]
  • [ 1258254-29-3 ]
YieldReaction ConditionsOperation in experiment
64% With sulfuric acid In ethanol for 10h; Reflux;
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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 • 1,4-Additions of Organometallic Reagents • Acetal Formation • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldehydes May Made by Terminal Alkynes Though Hydroboration-oxidation • Aldol Addition • Aldol Condensation • Alkenes React with Ozone to Produce Carbonyl Compounds • Alkylation of Aldehydes or Ketones • Amides Can Be Converted into Aldehydes • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Conjugated Enone Takes Part in 1,4-Additions • Convert Aldonic Acid into the Lower Aldose by Oxidative Decarboxylation • Convert Esters into Aldehydes Using a Milder Reducing Agent • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Cyanohydrins can be Convert to Carbonyl Compounds under Basic Conditions • Deoxygenation of the Carbonyl Group • Deprotonation of a Carbonyl Compound at the α -Carbon • DIBAL Attack Nitriles to Give Ketones • Dithioacetal Formation • Enamine Formation • Enamines Can Be Used to Prepare Alkylated Aldehydes • Enol-Keto Equilibration • Exclusive 1,4-Addition of a Lithium Organocuprate • Fischer Indole Synthesis • Grignard Reaction • Hantzsch Dihydropyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Henry Nitroaldol Reaction • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Horner-Wadsworth-Emmons Reaction • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydroboration of a Terminal Alkyne • Hydrogenation by Palladium on Carbon Gives the Saturated Carbonyl Compound • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Julia-Kocienski Olefination • Knoevenagel Condensation • Leuckart-Wallach Reaction • Lithium Organocuprate may Add to the α ,β -Unsaturated Carbonyl Function in 1,4-Fashion • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mukaiyama Aldol Reaction • Nozaki-Hiyama-Kishi Reaction • Oxidation of Alcohols to Carbonyl Compounds • Oxidation of Aldehydes Furnishes Carboxylic Acids • Passerini Reaction • Paternò-Büchi Reaction • Periodic Acid Degradation of Sugars • Petasis Reaction • Phenylhydrazone and Phenylosazone Formation • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Pyrroles, Furans, and Thiophenes are Prepared from γ-Dicarbonyl Compounds • Reactions of Aldehydes and Ketones • Reactions of Amines • Reduction of an Ester to an Aldehyde • Reductive Amination • Reformatsky Reaction • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Selective Eduction of Acyl Chlorides to Produce Aldehydes • Stetter Reaction • Stobbe Condensation • Strecker Synthesis • Synthesis of 2-Amino Nitriles • Tebbe Olefination • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • The Wittig Reaction • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Ugi Reaction • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Wittig Reaction • Wolff-Kishner Reduction
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