4-(8,9-Dihydro-8-methyl-7H-1,3-dioxolo(4,5-h)(2,3)benzodiazepin-5-yl)benzenamine

Base Information

• Chemical Name: 4-(8,9-Dihydro-8-methyl-7H-1,3-dioxolo(4,5-h)(2,3)benzodiazepin-5-yl)benzenamine
• CAS No.: 114460-08-1
• Molecular Formula: C₁₇H₁₇N₃O₂
• Molecular Weight: 295.341
• Hs Code.: 2934999090
• UNII: H7KSE29GCH
• DSSTox Substance ID: DTXSID80921385
• Nikkaji Number: J662.271B
• Wikipedia: GYKI_52895
• Wikidata: Q5515085
• ChEMBL ID: CHEMBL1256984
• Mol file: 114460-08-1.mol

Synonyms:114460-08-1;GYKI 52895;4-(8-Methyl-8,9-dihydro-7H-[1,3]dioxolo[4',5':4,5]benzo[1,2-d][1,2]diazepin-5-yl)aniline;GYKI-52895;H7KSE29GCH;1-(4-Aminophenyl)-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine;4-(8-methyl-8,9-dihydro-7h-[1,3]dioxolo[4,5-h][2,3]benzodiazepin-5-yl)aniline;4-(8,9-Dihydro-8-methyl-7H-1,3-dioxolo(4,5-h)(2,3)benzodiazepin-5-yl)benzenamine;CHEBI:79613;GYKI52895;Benzenamine, 4-(8,9-dihydro-8-methyl-7H-1,3-dioxolo(4,5-h)(2,3)benzodiazepin-5-yl)-;7H-1,3-Dioxolo[4,5-h][2,3]benzodiazepine, benzenamine deriv.;1-(4-AMINOPHENYL)-4-METHYL-7,8-METHYLENEDIOXY-3.4-DIHYDRO-5H-2,3-BENZODIAZEPINE;869360-93-0;4-(8,9-Dihydro-8-methyl-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine;UNII-H7KSE29GCH;GYKI 52895, solid;Lopac0_000562;SCHEMBL6995439;CHEMBL1256984;DTXSID80921385;1-(4-Aminophenyl)-4-methyl-7,8-;CCG-204652;NCGC00015464-02;NCGC00015464-03;NCGC00093947-01;NCGC00093947-02;LS-28280;EU-0100562;SR-01000075406;Q5515085;SR-01000075406-1;methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine hydrochloride;1-(4-aminophenyl)-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3benzodiazepine;4-(8-Methyl-8,9-dihydro-2H,7H-[1,3]dioxolo[4,5-h][2,3]benzodiazepin-5-yl)aniline

Chemical Property of 4-(8,9-Dihydro-8-methyl-7H-1,3-dioxolo(4,5-h)(2,3)benzodiazepin-5-yl)benzenamine

Chemical Property:

• Vapor Pressure: 6.43E-10mmHg at 25°C
• Boiling Point: 494.5°Cat760mmHg
• Flash Point: 252.8°C
• PSA: 68.87000
• Density: 1.4g/cm³
• LogP: 2.62970
• Solubility.: ethanol: soluble
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 295.132076794
• Heavy Atom Count: 22
• Complexity: 434

Purity/Quality:

99.0%min ^*data from raw suppliers

GYKI 52895 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2=CC3=C(C=C2C(=NN1)C4=CC=C(C=C4)N)OCO3

Technology Process of 4-(8,9-Dihydro-8-methyl-7H-1,3-dioxolo(4,5-h)(2,3)benzodiazepin-5-yl)benzenamine

There total 7 articles about 4-(8,9-Dihydro-8-methyl-7H-1,3-dioxolo(4,5-h)(2,3)benzodiazepin-5-yl)benzenamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

1-(4-aminophenyl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine (102771-26-6) → GYKI 52895 (114460-08-1,161832-72-0,161832-73-1)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In methanol; at 20 ℃; for 1h;

DOI:10.1081/SCC-120002397

Reference yield:

ethanol (64-17-5) + 1-(4-aminophenyl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine (102771-26-6) → GYKI 52895 (114460-08-1,161832-72-0,161832-73-1)

Guidance literature:

With pyridine; hydrogenchloride; sodium hydroxide; sodium borohydrid; In water;

Reference yield:

1-allyl-3,4-methylenedioxybenzene (94-59-7) → GYKI 52895 (114460-08-1,161832-72-0,161832-73-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: Hg(OAc)2 / tetrahydrofuran / 1 h / 20 °C

1.2: 96 percent / NaBH₄; aq. NaOH / tetrahydrofuran / 1 h

2.1: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 20 °C

3.1: 60 percent / P₂O₅ / 1,2-dichloro-ethane / 8 h / 20 °C

4.1: 50 percent / hydrazine hydrate / ethanol / 2 h / 20 °C

5.1: 80 percent / SnCl₂ / ethanol / 1 h / 70 °C

6.1: 83 percent / NaBH₃CN; HCl / methanol / 1 h / 20 °C

With hydrogenchloride; mercury(II) diacetate; phosphorus pentoxide; sodium cyanoborohydride; hydrazine hydrate; pyridinium chlorochromate; tin(ll) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; 3.1: Friedel-Craft acylation;

DOI:10.1081/SCC-120002397

upstream raw materials:

1-(4-aminophenyl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine

1-allyl-3,4-methylenedioxybenzene

β-oxy-α-(3',4'-methylenedioxyphenyl)propane

1-(1,3-benzodioxol-5-yl)-2-propanone

Downstream raw materials:

talampanel

GYKI-53391