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[ CAS No. 3619-22-5 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 3619-22-5
Chemical Structure| 3619-22-5
Structure of 3619-22-5 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 3619-22-5 ]

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Product Details of [ 3619-22-5 ]

CAS No. :3619-22-5 MDL No. :MFCD00007607
Formula : C8H10N2O Boiling Point : No data available
Linear Structure Formula :- InChI Key :MFFVZXOPRXMVET-UHFFFAOYSA-N
M.W : 150.18 Pubchem ID :77174
Synonyms :

Calculated chemistry of [ 3619-22-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 42.3
TPSA : 55.12 ?2

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) : 0.83
Log Po/w (XLOGP3) : 0.72
Log Po/w (WLOGP) : 0.6
Log Po/w (MLOGP) : 1.46
Log Po/w (SILICOS-IT) : 0.65
Consensus Log Po/w : 0.85

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.5
Solubility : 4.79 mg/ml ; 0.0319 mol/l
Class : Very soluble
Log S (Ali) : -1.46
Solubility : 5.26 mg/ml ; 0.035 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.41
Solubility : 0.588 mg/ml ; 0.00392 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.0

Safety of [ 3619-22-5 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3619-22-5 ]

* 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 [ 3619-22-5 ]

[ 3619-22-5 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 92-55-7 ]
  • [ 3619-22-5 ]
  • 4-methyl-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% With sulfuric acid; acetic acid; In methanol; water; for 1h;Reflux; General procedure: Compounds of series I were synthesized by refluxing <strong>[92-55-7]5-nitro-2-furaldehyde diacetate</strong> 98% (5 mmol) and benzhydrazides (3) (5 mmol) in water, sulphuric acid, acetic acid, and methanol (8:7:8:20 v/v) for 1 h. After cooling, the mixture was poured into cold water to precipitate the azomethine derivatives 20(see structural elucidation of the compounds of series I in Supplementary data, p. S2).
  • 2
  • [ 92-55-7 ]
  • [ 3619-22-5 ]
  • [ 1391119-86-0 ]
  • 3
  • [ 42906-19-4 ]
  • [ 3619-22-5 ]
  • [ 1612251-96-3 ]
YieldReaction ConditionsOperation in experiment
89.4% With acetic acid; In ethanol; at 70℃; for 5h; General procedure: The Compound I (0.79 mmol)was dissolved in 10 mL of absolute ethanol. Then the mixture of R2-CHO (0.66 mmol), 10 mL acetic acid and 3 mL absolute ethanol was added dropwise at 70 °C. The mixture was refluxed for 5 h. The solvent was evaporated. The crude product was purified by flash chromatography (neutral Al2O3).
  • 4
  • [ 41042-12-0 ]
  • [ 3619-22-5 ]
  • (E)-4-methyl-N'-(2-oxo-1-propylindolin-3-ylidene)benzohydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With acetic acid; In methanol;Reflux; General procedure: Isatin based Schiff bases (1-20) were synthesized in three steps,first an esterification carried out by reacting different carboxylicacid with methanol in sulphuric acid (2-3 ml) under reflux conditionfor 12-16 h. The completion of reaction was monitored byTLC. After completion of reaction, reaction mixture was extractedwith hexane to obtained pure esters. Then esters were refluxedwith hydrazine hydrate in methanol with few drops of glacial aceticacid for 3 h. After completion of reaction, reaction mixture waswashed with chloroform to obtained different hydrazides. Thesehydrazides (1mmole) each were than treated with different Isatin(1mmole) in methanol having catalytic amount of glacial acetic acidfor 2-4 h. Reaction completion was monitored through periodicTLC. After completion of reaction, reaction mixture was washedwith n-hexane to obtain our desired products (1-20). The structureof all compounds was established through EI-MS and 1H NMR.
  • 5
  • [ 120-72-9 ]
  • [ 3619-22-5 ]
  • [ 55577-25-8 ]
  • 6
  • [ 13395-36-3 ]
  • [ 3619-22-5 ]
  • C18H25N3NiO4 [ No CAS ]
  • 7
  • [ 13395-36-3 ]
  • [ 3619-22-5 ]
  • C18H24N2O4 [ No CAS ]
  • C18H24N2O4 [ No CAS ]
  • 8
  • [ 704-91-6 ]
  • [ 3619-22-5 ]
  • C16H14N4O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.53 g With 3-Methylpyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20℃; for 36h; 2-Chloro-1H-indole-6-carboxylic acid (1.95 g, 10 mmol) and p-methylbenzoylhydrazone(1.5 g, 10 mmol) was suspended in 40 mL of tetrahydrofuran,Then add EDC (3.2g),HOBt (2.1g) and 3-methyl pyridine (3.5mL),After stirring for 24 hours at room temperature,filter,The cake was washed with tetrahydrofuran to give an off-white solid.After drying, 3.05 g of dihydrazide was obtained.Used in the next step without purification.Referring to the method shown in Example 1, wherein "2-chloro-1H-indole-6-carboxylic acid" is replaced with <strong>[704-91-6]1H-<strong>[704-91-6]indazole-6-carboxylic acid</strong></strong>.In this embodiment,1H- indazol-6-carboxylic acid (1.62g, 10mmol),p-Methylbenzoylhydrazone (1.5g, 10mmol),Stir the reaction at room temperature for 36 hours.After drying, 2.53 g of dihydrazide was obtained.In step b,Burgess reagent (3.1g),Raise the temperature and reflux for 3 hours.Recrystallization from anhydrous ethanol gave compound 1-4 (2.13 g) as a white solid product.Yield 90percent.
  • 9
  • [ 103854-64-4 ]
  • [ 3619-22-5 ]
  • C19H17N3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol; at 80℃; for 3h; General procedure: 8-Methoxyquinoline-2-carbaldehyde (25, 0.534 mmol) was refluxedwith various substituted acylhydrazines (0.587 mmol, 1.1 eq) in ethanol(5-10 mL) to get acyl hydrazides of 8-hydroxyquinoline. After completionof reaction, quinoline acyl hydrazides were found as precipitateson cooling to -15 C. Precipitates were washed with coldethanol and dried under vacuum. These acyl hydrazides were used directlyfor one pot synthesis of 2,5-disubstituted-1,3,4-oxadiazole usingiodine/K2CO3 catalysed oxidative cyclization. To the acyl hydrazides(1.0 eq) in DMSO (5-10 mL), K2CO3 (3.0 eq) and iodine (1.2 eq) wereadded in sequence and refluxed at 110 C. After the completion, thereaction mixture was cooled and saturated solution of sodium thiosulfatewas added. The precipitates were collected and dried under highvacuum to get the respective compounds (33-50).
  • 10
  • [ 13338-63-1 ]
  • [ 3619-22-5 ]
  • 3-(4-methylphenyl)-5-(3,4,5-trimethoxybenzyl)-4H-1,2,4-triazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With potassium carbonate; In butan-1-ol; at 150℃; for 0.416667h;Microwave irradiation; A mixture of <strong>[13338-63-1]2-(3,4,5-trimethoxyphenyl)acetonitrile</strong> (40, 414?mg, 2?mmol), 4-methylbenzohydrazide (300?mg, 2?mmol) and K2CO3 (415?mg, 3?mmol) in n-BuOH (15?mL) was stirred under microwave irradiation (150?C, 25?min). Then, 25?mL water was added, and the mixture was extracted with EtOAc. The combined organic layers were then washed with brine, dried, filtered, and concentrated. The resultant residue was purified by flash column chromatography (silica gel, PE/EA, 6/1 to 2/1) to afford the desired product 41 (yield: 72%) as a white soild. 1H NMR (600?MHz, CDCl3) δ 7.83 (2H, d, J?=?8.1?Hz), 7.13 (2H, d, J?=?8.0?Hz), 6.45 (2H, s), 4.01 (2H, s), 3.73 (3H, s), 3.67 (6H, s), 2.32 (3H, s); 13C NMR (150?MHz, CDCl3) δ 167.72, 159.20, 152.97, 139.68, 132.26, 129.29, 128.66, 127.28, 126.14, 105.53, 60.59, 57.93, 33.77, 21.21. MS (ESI) m/z 340.1 [M+H]+, 362.1 [M+Na]+, 338.1 [M?-?H]-.
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