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[ CAS No. 6334-18-5 ] {[proInfo.proName]}

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Chemical Structure| 6334-18-5
Chemical Structure| 6334-18-5
Structure of 6334-18-5 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 6334-18-5 ]

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Product Citations

Product Details of [ 6334-18-5 ]

CAS No. :6334-18-5 MDL No. :MFCD00010127
Formula : C7H4Cl2O Boiling Point : -
Linear Structure Formula :(Cl)2C6H3CHO InChI Key :LLMLNAVBOAMOEE-UHFFFAOYSA-N
M.W : 175.01 Pubchem ID :35745
Synonyms :

Calculated chemistry of [ 6334-18-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 41.85
TPSA : 17.07 ?2

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) : -5.27 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.77
Log Po/w (XLOGP3) : 2.96
Log Po/w (WLOGP) : 2.81
Log Po/w (MLOGP) : 2.63
Log Po/w (SILICOS-IT) : 3.26
Consensus Log Po/w : 2.69

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.17
Solubility : 0.119 mg/ml ; 0.000679 mol/l
Class : Soluble
Log S (Ali) : -2.98
Solubility : 0.183 mg/ml ; 0.00104 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.57
Solubility : 0.0467 mg/ml ; 0.000267 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.12

Safety of [ 6334-18-5 ]

Signal Word:Danger Class:8
Precautionary Statements:P273-P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310 UN#:1759
Hazard Statements:H314-H412 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 6334-18-5 ]

* 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 [ 6334-18-5 ]

[ 6334-18-5 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 22259-53-6 ]
  • [ 6334-18-5 ]
  • [1-(2,3-Dichloro-phenyl)-meth-(E)-ylidene]-(1H-indol-3-ylmethyl)-amine [ No CAS ]
  • 2
  • [ 14205-39-1 ]
  • [ 6334-18-5 ]
  • [ 50607-30-2 ]
  • 3-carbomethoxy-2-methyl-5-oxo-4-(2,3-dichlorophenyl)-1,4,5,6,7,8-hexahydro-pyrido<4,3-b>pyridine [ No CAS ]
  • 3
  • [ 41867-20-3 ]
  • [ 6334-18-5 ]
  • [ 50607-30-2 ]
  • 3-carboethoxy-2-methyl-5-oxo-4-(2,3-dichlorophenyl)-1,4,5,6,7,8-hexahydro-pyrido<4,3-b>pyridine [ No CAS ]
  • 4
  • dimethyl dihydropyridine [ No CAS ]
  • diethyl dihydropyridine [ No CAS ]
  • [ 626-34-6 ]
  • [ 6334-18-5 ]
  • [ 72509-76-3 ]
YieldReaction ConditionsOperation in experiment
62% In hexane; isopropyl alcohol; Step B. Synthesis of Felodipine In a four necked, 3 liter flask, a solution of MBI (about 268.4 g, 0.98 mole) in isopropanol was brought to reflux and a solution of ethyl 3-aminocrotonate (about 114.2 g, 0.8 mole) in isopropanol was added at such a rate to maintain the internal temperature at about 81-83 C. and refluxed for about 1 hour. The temperature of the reaction was then lowered to about 40-50 C. and excess isopropanol removed under reduced pressure maintaining the internal temperature at about 40-45 C. to furnish a viscous yellow orange residue. LC analysis of this residue indicated about 75% felodipine product, 13% MBI, 4% dichlorobenzaldehyde and about 0.5% symmetrical dimethyl dihydropyridine analog and about 0.4% diethyl dihydropyridine analog. Hexane was added to the residue and the suspension stirred under reflux for about 1 hr. The temperature was allowed to fall to about 40 C. during which solids formed. The solids were filtered and washed with fresh hexane and dried to yield felodipine in about 62% yield. LC analysis indicated about 92.8% purity of felodipine.
  • 5
  • [ 69816-37-1 ]
  • [ 6334-18-5 ]
  • 2,6-diamino-3-(2,3-dichlorophenyl)pyrazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Potassium cyanide (500 mg, 7.7 mmol) and 2-aminoacetamidine dihydrobromide (1.77 g, 7.5 mmol) were stirred in methanol (15 ml) at room temperature for 1 hour. 2,3-Dichlorobenzaldehyde (1.34 g, 7.68 mmol) was added and the suspension was stirred at room temperature overnight. Lithium hydroxide monohydrate (1.0 g, 23.8 mmol) was added and the mixture was stirred whilst open to the atmosphere at room temperature for 24 hours. The reaction mixture was partitioned between ethyl acetate (80 ml) and water (50 ml). The ethyl acetate solution was washed with water (30 ml), then dried over anhydrous sodium sulphate and evaporated in vacuo to give a light brown gum. This was purified using silica gel column chromatography, eluting with ethyl acetate, to furnish 370 mg of the title product as a brown gum. 1HNMR (CDCl3): 4.26 (br s, 2H), 4.43 (br s, 2H), 7.26 (d, 1H), 7.31 (m, 1H), 7.46 (s, 1H), (7.50 (d, 1H) MS m/z 257 [MH]+
  • 6
  • ethyl aminocrotonate [ No CAS ]
  • [ 105-45-3 ]
  • [ 6334-18-5 ]
  • [ 72509-76-3 ]
  • [ 91189-59-2 ]
  • [ 79925-38-5 ]
YieldReaction ConditionsOperation in experiment
66% To a solution of 2,3-dichlorobenzaldehyde (8.76 g, 0.05 mol) in isopropanol (80 mL) is added picolinic acid (0.65 g, 5.4 mmol), piperidine (0.45 g, 5.4 mmol) and methyl acetoacetate (86.3 g, 0.06 mol). The solution is stirred at 40-45 C. for 6 h, and then isopropanol is distilled under vacuum. The residue is dissolved in ethyl acetate (80 mL) and washed with water (60 mL). Ethyl acetate is then removed under vacuum. To the residue is added ethyl aminocrotonate (7.74 g, 0.06 mol) and isopropanol (60 mL). The mixture is heated under reflux for 4 hours. Isopropanol is distilled and heptanes (60 mL) is added. The resulting solid is filtered and washed with heptanes. After drying 12.7 g (66%) felodipine is obtained as pale yellow solid with a purity of 94.4% (diethyl and dimethyl have a concentration of 2.02% and 3.38% (a/a), respectively).
  • 7
  • [ 17115-51-4 ]
  • [ 1694-31-1 ]
  • [ 6334-18-5 ]
  • tert-butyl 5-methyl-(2,3-dichlorophenyl)-2,3,4,7-tetrahydrothieno[3,2-b]pyridine-6-carboxylate-1,1-dioxide [ No CAS ]
  • 8
  • [ 17115-51-4 ]
  • [ 7779-75-1 ]
  • [ 6334-18-5 ]
  • isobutyl 5-methyl-7-(2,3-dichlorophenyl)-2,3,4,7-tetrahydrothieno[3,2-b]pyridine-6-carboxylate-1,1-dioxide [ No CAS ]
  • 9
  • [ 17115-51-4 ]
  • [ 5396-89-4 ]
  • [ 6334-18-5 ]
  • benzyl 5-methyl-7-(2,3-dichlorophenyl)-2,3,4,7-tetrahydrothieno[3,2-b]pyridine-6-carboxylate-1,1-dioxide [ No CAS ]
  • 10
  • [ 141-97-9 ]
  • [ 105-45-3 ]
  • [ 6334-18-5 ]
  • [ 72509-76-3 ]
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Technical Information

? Alkyl Halide Occurrence ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Chaykovsky Reaction ? Corey-Fuchs Reaction ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hantzsch Dihydropyridine Synthesis ? Henry Nitroaldol Reaction ? Hiyama Cross-Coupling Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Julia-Kocienski Olefination ? Kinetics of Alkyl Halides ? Knoevenagel Condensation ? Kumada Cross-Coupling Reaction ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Mukaiyama Aldol Reaction ? Nozaki-Hiyama-Kishi Reaction ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reformatsky Reaction ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Stetter Reaction ? Stille Coupling ? Stobbe Condensation ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction
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; ;