Ctap

Base Information

• Chemical Name: Ctap
• CAS No.: 103429-32-9
• Molecular Formula: C51H69N13O11S2
• Molecular Weight: 1104.32
• DSSTox Substance ID: DTXSID60439498
• Nikkaji Number: J1.376.244I
• ChEMBL ID: CHEMBL1795717
• Mol file: 103429-32-9.mol

Synonyms:1,2,3,4-tetrahydro-3-isoquinolinecarbonyl-cysteinyl-tyrosyl-tryptophyl-arginyl-threonyl-penicillamyl-threoninamide;D-Tic-Cys-Tyr-D-Trp-Arg-Thr-Pen-Thr-NH2;TCTAP

Chemical Property of Ctap

Chemical Property:

• Appearance/Colour: White Solid/Powder
• PSA: 461.79000
• Density: 1.49 g/cm³
• LogP: 3.32340
• Storage Temp.: −20°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 15
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 17
• Exact Mass: 1103.46809242
• Heavy Atom Count: 77
• Complexity: 2060

Purity/Quality:

99%, ^*data from raw suppliers

CTAP ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1C(=O)NC(C(SSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCN=C(N)N)CC2=CNC3=CC=CC=C32)CC4=CC=C(C=C4)O)NC(=O)C(CC5=CC=CC=C5)N)(C)C)C(=O)NC(C(C)O)C(=O)N)O
• Isomeric SMILES: C[C@H]([C@H]1C(=O)N[C@@H](C(SSC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)CCCN=C(N)N)CC2=CNC3=CC=CC=C32)CC4=CC=C(C=C4)O)NC(=O)[C@@H](CC5=CC=CC=C5)N)(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N)O
• Uses: CTAP acts as a selective μ-opioid receptor antagonist with a multitude of applications including the regulation of aggressive behavior in mammals. Activation of μ-opioid receptors in the central nucleus of the amygdala, is responsible for mechanisms related to the control of sodium appetite and regulation of sodium intake. CTAP has been used as a μ-opioid receptor (MOR) antagonist: to study the anti-hyperalgesic effect of dipeptidyl peptidase 4 (DPP4) inhibitor isoleucine-proline-isoleucine (IPI) and vildagliptin in carrageenan-induced inflammation to study the role of MOR in glutamate and gamma-aminobutyric acid (GABA) efflux during predator stress in ratsto determine the endogenous opioid peptide involved in blocking pain induced by activated gastrin-releasing peptide (Grp+) neurons

Technology Process of Ctap

There total 7 articles about Ctap 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:

D-Phe-L-Cys-L-Tyr-D-Trp-L-Arg-L-Thr-L-Pen-L-Thr-NH2 (863443-56-5) → D-Phe-cyclo[Cys-Tyr-D-Trp-Arg-Thr-Pen]-Thr-NH2 (103429-32-9)

Guidance literature:

With ammonium acetate; potassium hexacyanoferrate(III); for 1h; Yield given; Ambient temperature;

DOI:10.1021/jm00161a037

Reference yield:

Boc-D-Trp-OH (5241-64-5) → D-Phe-cyclo[Cys-Tyr-D-Trp-Arg-Thr-Pen]-Thr-NH2 (103429-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 293.3 mg

2: 188 mg / K₃Fe(CN)6 / H₂O; acetonitrile / 2 h / pH 8.5

With potassium hexacyanoferrate(III); In water; acetonitrile; 2: Cyclization;

DOI:10.1021/jm9900218

Reference yield:

Nα-Boc-L-Pen(S-4'-methylbenzyl) (104323-41-3) → D-Phe-cyclo[Cys-Tyr-D-Trp-Arg-Thr-Pen]-Thr-NH2 (103429-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 293.3 mg

2: 188 mg / K₃Fe(CN)6 / H₂O; acetonitrile / 2 h / pH 8.5

With potassium hexacyanoferrate(III); In water; acetonitrile; 2: Cyclization;

DOI:10.1021/jm9900218

upstream raw materials:

D-Phe-L-Cys-L-Tyr-D-Trp-L-Arg-L-Thr-L-Pen-L-Thr-NH₂

N-Boc-O-benzyl-L-threonine

Boc-Arg(Tos)-OH

Boc-D-Trp-OH

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