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

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Quality Control of [ 6334-18-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 6334-18-5 ]

SDS Specification

Alternatived Products of [ 6334-18-5 ]

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 1~13

1
[ 22259-53-6 ]
[ 6334-18-5 ]
[1-(2,3-Dichloro-phenyl)-meth-(E)-ylidene]-(1H-indol-3-ylmethyl)-amine [ No CAS ]

Reference： [1]Archiv der Pharmazie,1994,vol. 327,p. 105 - 114

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 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1995,vol. 34,p. 17 - 20

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 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1995,vol. 34,p. 17 - 20

4
dimethyl dihydropyridine [ No CAS ]
diethyl dihydropyridine [ No CAS ]
[ 626-34-6 ]
[ 6334-18-5 ]
[ 72509-76-3 ]

Yield	Reaction Conditions	Operation 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.

Reference： [1]Patent: US5977369,1999,A

5
[ 69816-37-1 ]
[ 6334-18-5 ]
2,6-diamino-3-(2,3-dichlorophenyl)pyrazine [ No CAS ]

Yield	Reaction Conditions	Operation 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]+

Reference： [1]Patent: US2007/105872,2007,A1 .Location in patent: Page/Page column 27-28

6
ethyl aminocrotonate [ No CAS ]
[ 105-45-3 ]
[ 6334-18-5 ]
[ 72509-76-3 ]
[ 91189-59-2 ]
[ 79925-38-5 ]

Yield	Reaction Conditions	Operation 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).

Reference： [1]Patent: US2004/204604,2004,A1 .Location in patent: Page 5

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 ]

Reference： [1]Arzneimittel-Forschung/Drug Research,2012,vol. 62,p. 167 - 175

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 ]

Reference： [1]Arzneimittel-Forschung/Drug Research,2012,vol. 62,p. 167 - 175

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 ]

Reference： [1]Arzneimittel-Forschung/Drug Research,2012,vol. 62,p. 167 - 175

10
[ 141-97-9 ]
[ 105-45-3 ]
[ 6334-18-5 ]
[ 72509-76-3 ]

Reference： [1]Chinese Journal of Chemistry,2014,vol. 32,p. 1245 - 1250

11
[ 6334-18-5 ]
[ 6574-97-6 ]

Yield	Reaction Conditions	Operation in experiment
	With formic acid; hydroxylamine hydrochloride; sodium acetate; In water; at 80℃;	General procedure: A mixture of aromatic aldehydes (50mmol) (1?17), hydroxylamine hydrochloride (62.5mmol), sodium acetate (125mmol) were dissolved in the mixture of formic acid and water (60:40) and stirred at 80°C until TLC analysis indicated the disappearance of aromatic aldehydes. Then, cooling the reaction system to room temperature and put it into water to obtain the target compounds. Some desired products which were dissolved in the mixture of water and formic acid can be obtained by salting out. Then, solid target compounds were obtained by filtration and recrystallized by alcohol, and then dried under vacuum. While, some target compounds are oily. These oily compounds were obtained by extraction with ethyl acetate and the solvent was removed at the vacuum to afford aryl nitriles (a1?a17).

Reference： [1]Biochemical Pharmacology,2015,vol. 96,p. 93 - 106

12
[ 845267-78-9 ]
[ 3325-11-9 ]
[ 6334-18-5 ]
tert-butyl 11-(2,3-dichlorophenyl)-10-oxo-7,8,10,11-tetrahydro-1H-[1,2,3]triazolo[4′,5′:3,4]benzo[1,2-b][1,6]naphthyridine-9(6H)-carboxylate [ No CAS ]

Reference： [1]Heterocyclic Communications,2015,vol. 21,p. 377 - 380

13
[ 626-34-6 ]
[ 105-45-3 ]
[ 6334-18-5 ]
[ 72509-76-3 ]

Yield	Reaction Conditions	Operation in experiment
94.3%		20.0-dichlorobenzaldehyde 70.0 g (0.40 mol), beta-aminocrotonate ethyl ester in a 500 mL round bottom flask55.8g (0.48mol),62.0 g (0.48 mol) of methyl acetoacetate, followed by 4.5 g (0.053 mol) of piperidine and 4.2 g (0.053 mol) of pyridine.The heating was started slowly and the temperature was raised. The reaction was maintained at 75-80 C for 9 h, and 200 g of absolute ethanol was added while heating, and the mixture was heated to reflux for 1 h, and filtered while hot.The mixture was cooled to 15 C and stirred for 1 h, and suction filtered. The filter cake was washed with a small amount of dry ethanol and dried to give 145 g of pale yellow solid.Yield: 94.3%, purity 99.1%

Reference： [1]Patent: CN108840819,2018,A .Location in patent: Paragraph 0014; 0040-0042; 0045-0048; 0051-0053

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Isomers

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

Historical Records

Related Functional Groups of
[ 6334-18-5 ]

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Code	Phrase
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H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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

Quality Control of [ 6334-18-5 ]

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Product Details of [ 6334-18-5 ]

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

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 6334-18-5 ]

Application In Synthesis of [ 6334-18-5 ]

[ 6334-18-5 ] Synthesis Path-Downstream 1~13

Technical Information

Related Functional Groups of [ 6334-18-5 ]

Aryls

Chlorides

Aldehydes

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 6334-18-5 ]