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[ CAS No. 158465-13-5 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 158465-13-5
Chemical Structure| 158465-13-5
Chemical Structure| 158465-13-5
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Product Citations

Product Details of [ 158465-13-5 ]

CAS No. :158465-13-5 MDL No. :MFCD10693482
Formula : C7H4Cl2N2S Boiling Point : -
Linear Structure Formula :- InChI Key :SZOSKIQVUBIDGL-UHFFFAOYSA-N
M.W : 219.09 Pubchem ID :43120177
Synonyms :

Calculated chemistry of [ 158465-13-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 54.04
TPSA : 67.15 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.3 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.02
Log Po/w (XLOGP3) : 3.29
Log Po/w (WLOGP) : 3.19
Log Po/w (MLOGP) : 2.44
Log Po/w (SILICOS-IT) : 3.69
Consensus Log Po/w : 2.93

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.83
Solubility : 0.0327 mg/ml ; 0.000149 mol/l
Class : Soluble
Log S (Ali) : -4.38
Solubility : 0.00923 mg/ml ; 0.0000421 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.85
Solubility : 0.0309 mg/ml ; 0.000141 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.25

Safety of [ 158465-13-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 158465-13-5 ]

* 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.

  • Upstream synthesis route of [ 158465-13-5 ]
  • Downstream synthetic route of [ 158465-13-5 ]

[ 158465-13-5 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 107707-33-5 ]
  • [ 158465-13-5 ]
YieldReaction ConditionsOperation in experiment
81% With bromine In chloroform at 0 - 60℃; for 10 h; j00330j To a solution of compound B-28 (1.0 g, 3.7 mmol) in chloroform (20 mL) at 0 °C was added bromine (1.2 g, 7.4 mmol). The mixture was stirred at 60 °C for 10 hours, then cooled to room temperature and filtered to collect the solid. The solid was washed with acetone (4 x 5 mL), then added into water (45 mL). The mixture was stirred at 95 °C for 30 mm, then adjusted to pH 9 with sodium hydroxide (0.5 M). The solid was collected by filtration and dried in vacuo to give compound B-29 (0.68 g, 81percent yield) as a purple gray solid. ‘H-NMR (CDC13, 400 MHz): 7.43 (d, J=1.6 Hz, 1H), 7.15 (d, J1.6 Hz, 1H), 5.32 (bs, 2H).
42% With dioxane dibromide In 1,4-dioxane; chloroform at 0 - 80℃; for 23 h; Inert atmosphere In the (3,5-dichlorophenyl) thiourea (5 00mg, 2.26mg)The chloroform solution (4.0 ml), andIn a nitrogen environment at 0 ° CBromo-1,4-dioxane was added fathoms complexCompound (5 61mg, 2.26mol),The 0 ° C was stirred for 1.0 hours at 80 ° C for 22 h.The reaction mixture was cooled, concentrated under reduced pressure and the residue thus obtained was washed with water, recrystallized from ethanol. The powder separated by filtration to obtain it, and the filtrate was concentrated under reduced pressure and the obtained residue was washed with ethanol, collected by filtration to filter powder. Merger of two kinds of powder, to obtain the title compound (209mg, 42percent).
Reference: [1] Patent: WO2017/69980, 2017, A1, . Location in patent: Paragraph 00329; 00330
[2] Farmaco, 1998, vol. 53, # 12, p. 752 - 757
[3] Patent: TW2016/5805, 2016, A, . Location in patent: Paragraph 0372; 0373
  • 2
  • [ 626-43-7 ]
  • [ 158465-13-5 ]
Reference: [1] Patent: WO2017/69980, 2017, A1,
  • 3
  • [ 13330-18-2 ]
  • [ 158465-13-5 ]
Reference: [1] Farmaco, 1998, vol. 53, # 12, p. 752 - 757
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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 • Acid-Catalyzed α -Halogenation of Ketones • Addition of a Hydrogen Halide to an Internal Alkyne • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alkyl Halide Occurrence • Alkylation of an Alkynyl Anion • Amides Can Be Converted into Aldehydes • Amine Synthesis from Nitriles • Amine Synthesis from Nitriles • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • An Alkane are Prepared from an Haloalkane • Azide Reduction by LiAlH4 • Azide Reduction by LiAlH4 • Basicity of Amines • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Chichibabin Reaction • Chloroalkane Synthesis with SOCI2 • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Conversion of Amino with Nitro • Convert Haloalkanes into Alcohols by SN2 • Deprotonation of Methylbenzene • Diazotization Reaction • DIBAL Attack Nitriles to Give Ketones • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Enamine Formation • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation of Benzene with Haloalkanes • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Alkenes • Halogenation of Benzene • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hiyama Cross-Coupling Reaction • Hofmann Elimination • Hofmann Rearrangement • Hydride Reductions • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Leuckart-Wallach Reaction • Mannich Reaction • Methylation of Ammonia • Methylation of Ammonia • Nitration of Benzene • Nitrosation of Amines • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Peptide Bond Formation with DCC • Petasis Reaction • Preparation of Alkylbenzene • Preparation of Amines • Preparation of LDA • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reductive Amination • Reductive Amination • Reductive Removal of a Diazonium Group • Reverse Sulfonation——Hydrolysis • Ring Opening of Azacyclopropanes • Ring Opening of Azacyclopropanes • Ring Opening of Oxacyclobutanes • Specialized Acylation Reagents-Vilsmeier Reagent • Stille Coupling • Strecker Synthesis • Substitution and Elimination Reactions of Alkyl Halides • Sulfonation of Benzene • Suzuki Coupling • Synthesis of 2-Amino Nitriles • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Nitro Group Conver to the Amino Function • Ugi Reaction • Vilsmeier-Haack Reaction
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