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[ CAS No. 4414-88-4 ] 1H-Benzimidazol-2-ylacetonitrile

Cat. No.: A309820
Chemical Structure| 4414-88-4
Chemical Structure| 4414-88-4
Structure of 4414-88-4 * Storage: Sealed in dry,Room Temperature
Purity Size Price USA Stock *0-1 Day Global Stock *5-7 Days Quantity
98% 5g $7.00 Inquiry Inquiry
98% 10g $13.00 Inquiry Inquiry
98% 25g $21.00 Inquiry Inquiry
98% 100g $83.00 Inquiry Inquiry
98% 500g $414.00 Inquiry Inquiry

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Product Details of [ 4414-88-4 ]

CAS No. :4414-88-4 MDL No. :MFCD00005601
Formula : C9H7N3 Boiling Point : No data available
Linear Structure Formula :- InChI Key :BWOVACANEIVHST-UHFFFAOYSA-N
M.W : 157.17 Pubchem ID :20455
Synonyms :
Chemical Name :(2-Benzimidazolyl)acetonitrile

Calculated chemistry of [ 4414-88-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.11
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 45.62
TPSA : 52.47 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) : -6.36 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.87
Log Po/w (XLOGP3) : 1.27
Log Po/w (WLOGP) : 1.63
Log Po/w (MLOGP) : 0.67
Log Po/w (SILICOS-IT) : 2.3
Consensus Log Po/w : 1.35

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.1
Solubility : 1.24 mg/ml ; 0.00788 mol/l
Class : Soluble
Log S (Ali) : -1.97
Solubility : 1.68 mg/ml ; 0.0107 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.39
Solubility : 0.0643 mg/ml ; 0.000409 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.48

Safety of [ 4414-88-4 ]

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 [ 4414-88-4 ]

* 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 [ 4414-88-4 ]

[ 4414-88-4 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 4414-88-4 ]
  • [ 1186-73-8 ]
  • [ 170894-84-5 ]
  • 2
  • [ 4414-88-4 ]
  • [ 122-51-0 ]
  • [ 13214-64-7 ]
  • <i>N</i>-(4-cyano-1-hydroxy-benzo[4,5]imidazo[1,2-<i>a</i>]pyridin-2-yl)-4-methoxy-benzamide [ No CAS ]
  • 3
  • [ 4414-88-4 ]
  • [ 34595-26-1 ]
  • (E)-2-(benzimidazol-2-yl)-3-[2-(1-piperidinyl)phenyl]-2-propenenitrile [ No CAS ]
  • 4
  • [ 4414-88-4 ]
  • [ 5417-17-4 ]
  • [ 1219685-48-9 ]
  • 5
  • [ 4414-88-4 ]
  • [ 17823-69-7 ]
  • [ 1262732-93-3 ]
  • 6
  • [ 4414-88-4 ]
  • [ 4903-09-7 ]
  • [ 142885-25-4 ]
YieldReaction ConditionsOperation in experiment
With ammonium acetate; acetic acid; for 2h;Reflux; General procedure: Aryl acetonitrile (3.2 mmol, 1.0 eq.), aldehyde (3.2 mmol, 1.0 equiv), and ammonium acetate (9.5 mmol, equiv) were mixed in glacial acetic acid (10 mL) and heated at reflux for 2 h. Following, the reaction mixture was cooled to room temperature. The precipitate that formed was collected by filtration, washed with water, followed by a small volume of methanol, and dried in a vacuum oven at 50 C for 18 h.
  • 7
  • [ 4414-88-4 ]
  • [ 31686-94-9 ]
  • ethyl 4-cyano-1-(4-fluorophenyl)benzo[4,5]imidazo[1,2-a]pyridine-3-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With piperidine; In ethanol;Reflux; General procedure: A mixture of 2-(1H-benzo[d]imidazol-2-yl)acetonitrile (1) (1 mmol), ethyl 2,4-dioxo-4-arylbutanoate 2 (1 mmol), and piperidine (0.5 mmol) in EtOH (8 mL)was heated at reflux for 25-45 min. After completion of the reaction(monitored by TLC), the mixture was cooled to room temperature, and pure product 3 was obtained as yellow crystals. The product was isolated by filtration and oven-dried at 50-60 C.
  • 8
  • [ 4414-88-4 ]
  • [ 41602-56-6 ]
  • 2-(1H-benzimidazol-2-yl)-3-[4-(dimethylamino)-2-hydroxyphenyl]acrylonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
20% With piperazine; In ethanol; for 4h;Reflux; General procedure: To the solution of 2-(1H-benzimidazol-2-yl)acetonitrile (80 mg, 0.51 mmol), 4-methylbenzaldehyde (60 mg, 0.50 mmol) in ethanol (1.5 mL) was added 1,4-diazacyclohexane (45 mg, 0.52 mmol). The mixture was refluxed for 4 h in room temperature. The crude product was filtered off and purified by silica gel chromatography using cyclohexane-acetone-ethyl acetate (10:1:1) as eluant to afford compound 6 (120 mg, 93%).
  • 9
  • [ 4414-88-4 ]
  • [ 174623-07-5 ]
  • (E)-4-(5-(2-(1H-benzo[d]imidazol-2-yl)-2-cyanovinyl)thiophen-2-yl)benzoic acid [ No CAS ]
  • 10
  • [ 4414-88-4 ]
  • [ 42906-19-4 ]
  • C30H24N4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With piperazine; In ethanol; at 80℃; for 4h; 4- (diphenylamino) benzaldehyde (20mmol), 2- benzothiazoleacetonitrile (20mmol) and anhydrous piperazine (4mmol) were dissolved in a solvent (42g) and heating-stirring was carriedout for 6 hours at 60 . Aftercooling, the precipitated solid was separated by filtration, and wasrecrystallized from again dimethylacetamide / chloroform / ethanol, andthen compound No. 3 (14.8mmol) was obtained. It was confirmed by variousanalysis that the obtained crystal is the desired product (Compound No.3). Theresults are shown in Table [1] to [Table 4].Using a corresponding aldehyde compound and an active methylene compound, to synthesize a compound according to [Table 1] in the same manner as in Synthesis Example 1. Synthesis results and a variety of analytical results are shown in Table 1] to [Table 4].
  • 11
  • [ 4414-88-4 ]
  • [ 53090-43-0 ]
  • 3-(3,4-dichlorophenyl)-1-hydroxybenzo[4,5]imidazo[1,2-a]pyridine-4-carbonitrile [ No CAS ]
  • 13
  • [ 4414-88-4 ]
  • [ 42906-19-4 ]
  • (E)-2-(1H-benzo[d]imidazol-2-yl)-3-(4-(di-p-tolylamino)phenyl)-acrylonitrile [ No CAS ]
  • 14
  • [ 4414-88-4 ]
  • [ 33985-71-6 ]
  • C22H20N4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% With sodium methylate; In acetonitrile; at 35℃; for 12h;Inert atmosphere; Add compound II, compound III and sodium methoxide to acetonitrile under the protection of an inert gas (nitrogen)The ratio of the amount of the compound II, the compound III, and the sodium methoxide substance in the solvent is 1: 1.2: 0.2,Compound II was 1 mmol, the amount of acetonitrile was 10 mL, and the reaction was stirred at 35 C for 12 hours.The reaction was concentrated under reduced pressure, and purified by silica column chromatography using ethyl acetate / petroleum ether (v / v, 1: 5) to obtain the probe (I) (yield 60%).
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