2-(4-(4-(3-(1,2-Benzisothiazolyl))-1-piperazinyl)butyl)-4a,5,6,7,8,8a-hexahydro-1(2H)-phthalazinone

Base Information

• Chemical Name: 2-(4-(4-(3-(1,2-Benzisothiazolyl))-1-piperazinyl)butyl)-4a,5,6,7,8,8a-hexahydro-1(2H)-phthalazinone
• CAS No.: 155289-55-7
• Molecular Formula: C₂₃H₃₁N₅OS
• Molecular Weight: 425.598
• DSSTox Substance ID: DTXSID70935178
• Wikidata: Q82911195
• Mol file: 155289-55-7.mol

Synonyms:2-(4-(4-(3-(1,2-benzisothiazolyl))-1-piperazinyl)butyl)-4a,5,6,7,8,8a-hexahydro-1(2H)-phthalazinone;2-(4-(4-(3-(1,2-benzisothiazolyl))-1-piperazinyl)butyl)-4a,5,6,7,8,8a-hexahydro-1(2H)-phthalazinone, (cis-(+-))-stereoisomer;BPBHP

Chemical Property of 2-(4-(4-(3-(1,2-Benzisothiazolyl))-1-piperazinyl)butyl)-4a,5,6,7,8,8a-hexahydro-1(2H)-phthalazinone

Chemical Property:

• Vapor Pressure: 3.07E-12mmHg at 25°C
• Boiling Point: 552.2°Cat760mmHg
• Flash Point: 287.8°C
• PSA: 80.28000
• Density: 1.35g/cm³
• LogP: 3.20930
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 425.22493180
• Heavy Atom Count: 30
• Complexity: 623

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)C=NN(C2=O)CCCCN3CCN(CC3)C4=NSC5=CC=CC=C54
• Isomeric SMILES: C1CC[C@@H]2[C@@H](C1)C=NN(C2=O)CCCCN3CCN(CC3)C4=NSC5=CC=CC=C54

Technology Process of 2-(4-(4-(3-(1,2-Benzisothiazolyl))-1-piperazinyl)butyl)-4a,5,6,7,8,8a-hexahydro-1(2H)-phthalazinone

There total 11 articles about 2-(4-(4-(3-(1,2-Benzisothiazolyl))-1-piperazinyl)butyl)-4a,5,6,7,8,8a-hexahydro-1(2H)-phthalazinone 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:

(1S,2R)-2-(methoxycarbonyl)cyclohexanecarboxylic acid (88335-92-6) → (+/-)-trans-2-(4-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)-4a,5,6,7,8,8a-hexahydro-1(2H)phthalazinone (155289-55-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 59 percent / BH₃*THF / tetrahydrofuran / -7 - 20 °C

2: 70 percent / DMSO, Et₃N, SO₃*pyridine / CH₂Cl₂ / 1.5 h / 0 °C

3: 1.) hydrazine hydrate, 2.) NaH

4: 2.72 g / Et₃N / acetonitrile / 48 h / Heating

With borane-THF; pyridine-SO₃ complex; sodium hydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jm00042a008

Reference yield:

(+/-)-cis-methyl 2-(hydroxymethyl)-1-cyclohexanecarboxylate → (+/-)-trans-2-(4-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)-4a,5,6,7,8,8a-hexahydro-1(2H)phthalazinone (155289-55-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / DMSO, Et₃N, SO₃*pyridine / CH₂Cl₂ / 1.5 h / 0 °C

2: 1.) hydrazine hydrate, 2.) NaH

3: 2.72 g / Et₃N / acetonitrile / 48 h / Heating

With pyridine-SO₃ complex; sodium hydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/jm00042a008

Reference yield:

(+/-)-cis-methyl 2-formyl-1-cyclohexanecarboxylate → (+/-)-trans-2-(4-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)-4a,5,6,7,8,8a-hexahydro-1(2H)phthalazinone (155289-55-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) hydrazine hydrate, 2.) NaH

2: 2.72 g / Et₃N / acetonitrile / 48 h / Heating

With sodium hydride; hydrazine hydrate; triethylamine; In acetonitrile;

DOI:10.1021/jm00042a008

upstream raw materials:

3-(1-piperazinyl)-1,2-benzisothiazole

(1S,2R)-2-(methoxycarbonyl)cyclohexanecarboxylic acid

1,2-cis-cyclohexanedicarboxylic anhydride

Refernces