Adrenorphin

Base Information

• Chemical Name: Adrenorphin
• CAS No.: 88377-68-8
• Molecular Formula: C₄₄H₆₉N₁₅O₉S
• Molecular Weight: 984.193
• DSSTox Substance ID: DTXSID30237009
• Wikipedia: Adrenorphin
• Wikidata: Q4684758
• Mol file: 88377-68-8.mol

Synonyms:6,7-Arg-8-ValNH2-Met-enkephalin;adrenorphin;enkephalin-Met, Arg(6,7)-ValNH2(8)-;enkephalin-Met, arginyl(6,7)-valinamide(8)-;Met-enkephalin, Arg(6,7)-ValNH2(8)-;methionine-enkephalin, Arg(6,7)-ValNH2(8)-;metorphamide

Chemical Property of Adrenorphin

Chemical Property:

• PKA: 9.97±0.15(Predicted)
• PSA: 442.14000
• Density: 1.42g/cm³
• LogP: 3.10080
• Storage Temp.: −20°C
• Solubility.: insoluble in EtOH; ≥48.7 mg/mL in H2O; ≥98.4 mg/mL in DMSO
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 14
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 31
• Exact Mass: 983.51234001
• Heavy Atom Count: 69
• Complexity: 1730

Purity/Quality:

98%Min ^*data from raw suppliers

Adrenorphin 95.49% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)N)NC(=O)C(CCCN=C(N)N)NC(=O)C(CCCN=C(N)N)NC(=O)C(CCSC)NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)N
• Isomeric SMILES: CC(C)[C@@H](C(=O)N)NC(=O)[C@@H](CCCN=C(N)N)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)[C@H](CC2=CC=C(C=C2)O)N

Technology Process of Adrenorphin

There total 1 articles about Adrenorphin 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:

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Val-OH (68858-20-8) + N-Fmoc-Tyr-OH (112883-29-1,92954-90-0) + N-Fmoc L-Phe (35661-40-6) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine (71989-28-1) + Fmoc-L-Arg-OH (91000-69-0,130752-32-8) → metorphamide (88377-68-8)

Guidance literature:

Fmoc-Val-OH; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.416667h;

With piperidine; In N,N-dimethyl-formamide;

N-(fluoren-9-ylmethoxycarbonyl)glycine; N-Fmoc-Tyr-OH; N-Fmoc L-Phe; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine; Fmoc-L-Arg-OH; Further stages;

DOI:10.1002/anie.202003676

upstream raw materials:

N-(fluoren-9-ylmethoxycarbonyl)glycine

Fmoc-Val-OH

N-Fmoc-Tyr-OH

N-Fmoc L-Phe

Refernces