trans-1-Cinnamylpiperazine

Base Information

• Chemical Name: trans-1-Cinnamylpiperazine
• CAS No.: 87179-40-6
• Molecular Formula: C₁₃H₁₈N₂
• Molecular Weight: 202.299
• Hs Code.: 29335995
• European Community (EC) Number: 242-652-0,673-639-1
• DSSTox Substance ID: DTXSID501035300
• Nikkaji Number: J29.025D
• ChEMBL ID: CHEMBL503140
• Mol file: 87179-40-6.mol

Synonyms:trans-1-Cinnamylpiperazine;1-Cinnamylpiperazine;87179-40-6;18903-01-0;1-(Cinnamyl)piperazine;1-[(2E)-3-phenylprop-2-en-1-yl]piperazine;1-[(E)-3-phenylprop-2-enyl]piperazine;1-(3-phenyl-2-propenyl)piperazine;(E)-1-Cinnamylpiperazine;cinnamylpiperazine;Piperazine, 1-[(2E)-3-phenyl-2-propenyl]-;((2E)-3-phenylprop-2-enyl)piperazine;1-(3-phenylprop-2-en-1-yl)piperazine;MFCD00063251;[(2E)-3-phenylprop-2-enyl]piperazine;FastRedBsalt;1-(cinnamyl)-piperazine;trans-1-cinnamyl-piperazine;Oprea1_749211;CHEMBL503140;SCHEMBL1151817;trans-1-Cinnamylpiperazine, 97%;WGEIOMTZIIOUMA-QPJJXVBHSA-N;DTXSID501035300;HMS1540K11;BCP12167;CIS-1-PROPENE-1-BORONICACID;BBL010314;STK374842;AKOS000120479;GF-0118;AC-15888;CS-0238875;CS-0368545;EN300-20157;1-(3-Phenylprop-2-en-1-yl)piperazine, trans;EN300-303339;AK-968/40723571;Piperazine, 1-[(2E)-3-phenyl-2-propen-1-yl]-;F2190-0513;Z104477084;2426-52-0

Chemical Property of trans-1-Cinnamylpiperazine

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Melting Point: 39-44 °C(lit.)
• Refractive Index: 1.574 - 1.576
• Boiling Point: 341.7 °C at 760 mmHg
• PKA: 9.17±0.10(Predicted)
• Flash Point: 151.2 °C
• PSA: 15.27000
• Density: 1.011 g/cm³
• LogP: 1.87170
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 202.146998583
• Heavy Atom Count: 15
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

trans-1-Cinnamylpiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CCN1)CC=CC2=CC=CC=C2
• Isomeric SMILES: C1CN(CCN1)C/C=C/C2=CC=CC=C2
• Uses: trans-1-Cinnamylpiperazine was used as a test compound to investigate the in vitro efficacy as an antiprotozoal against Philasterides dicentrarchi. It may be used to synthesize Incentrom A derivatives. trans-1-Cinnamylpiperazine is used in the synthesis of bile acid piperazinyl derivatives which display pro-apoptotic properties on carcinoma human cell lines.

Technology Process of trans-1-Cinnamylpiperazine

There total 16 articles about trans-1-Cinnamylpiperazine 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: 99.0%

4-cinnamylpiperazine-1-carboxylic acid tert-butyl ester → trans-1-cinnamylpiperazine (18903-01-0,114312-65-1,87179-40-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2018.01.092

Reference yield: 93.0%

tert-butyl 4-cinnamylpiperazine-1-carboxylate → trans-1-cinnamylpiperazine (18903-01-0,114312-65-1,87179-40-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1016/j.bmc.2017.02.051

Reference yield: 92.0%

tert-butyl 4-cinnamylpiperazine-1-carboxylate → 1-(3-phenyl-2-propenyl)piperazine (18903-01-0,87179-40-6,114312-65-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201805611

upstream raw materials:

ethyl <4-(3-phenyl-2-propenyl)-1-piperazinyl> carboxylate

1-benzoyl-4-(3-phenyl-allyl)-piperazine

cinnamyl chloride

piperazine

Downstream raw materials:

1-(10,11-Dihydro-dibenzo[b,f]thiepin-10-yl)-4-((E)-3-phenyl-allyl)-piperazine; compound with oxalic acid

1-(5,11-Dihydro-10-thia-dibenzo[a,d]cyclohepten-5-yl)-4-((E)-3-phenyl-allyl)-piperazine; compound with oxalic acid

GBR 12921 dihydrochloride

GBR 13069 dihydrochloride

Refernces

• 1、 Dei, Silvia,Coronnello, Marcella,Bartolucci, Gianluca,Manetti, Dina,Romanelli, Maria Novella,Udomtanakunchai, Chatchanok,Salerno, Milena,Teodori, Elisabetta. "Design and synthesis of new potent N,N-bis(arylalkyl)piperazine derivatives as multidrug resistance (MDR) reversing agents". . p. 7 - 20. Retrieved 2018/02/14.
• 2、 Paudel, Suresh,Acharya, Srijan,Yoon, Goo,Kim, Kyeong-Man,Cheon, Seung Hoon. "Design, synthesis and in vitro activity of 1,4-disubstituted piperazines and piperidines as triple reuptake inhibitors". . p. 2266 - 2276. Retrieved 2017/03/23.