Afamelanotide

Base Information

Chemical Name:Afamelanotide
CAS No.:75921-69-6
Molecular Formula:C78H111N21O19
Molecular Weight:1646.87
Hs Code.:
DSSTox Substance ID:DTXSID40226843
Metabolomics Workbench ID:149340
NCI Thesaurus Code:C82655
Pharos Ligand ID:GVXTJLRMCSM6
RXCUI:2262250
Wikidata:Q410794
Wikipedia:Afamelanotide
Mol file:75921-69-6.mol

Synonyms:afamelanotide;afamelanotide acetate;CUV-1647;CUV1647;Scenesse

Suppliers and Price of Afamelanotide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
[Nle4,D-Phe7]-α-MSH
1mg
$ 432.00

Tocris
[Nle4,D-phe7]-alpha-MSH
1
$ 184.00

Sigma-Aldrich
[Nle4, D-Phe7]-α-Melanocyte Stimulating Hormone trifluoroacetate salt ≥95% (HPLC)
1mg
$ 197.00

Biosynth Carbosynth
Melanotan 1
10 mg
$ 775.00

Biosynth Carbosynth
Melanotan 1
5 mg
$ 456.00

Biosynth Carbosynth
Melanotan 1
1 mg
$ 131.00

Biosynth Carbosynth
Melanotan 1
500 ug
$ 75.00

Biosynth Carbosynth
Melanotan 1
2 mg
$ 228.00

ApexBio Technology
[Nle4,D-Phe7]-α-MSH
1mg
$ 189.00

American Custom Chemicals Corporation
MELANOTAN I 95.00%
5MG
$ 856.00

Total 177 raw suppliers

Chemical Property of Afamelanotide

Chemical Property:

Refractive Index:1.674
PKA:4.43±0.10(Predicted)
PSA：642.98000
Density:1.46 g/cm³
LogP:3.12050
Storage Temp.:−20°C
XLogP3:-3.5
Hydrogen Bond Donor Count:23
Hydrogen Bond Acceptor Count:22
Rotatable Bond Count:51
Exact Mass:1645.83651040
Heavy Atom Count:118
Complexity:3360

Purity/Quality:

99% ^*data from raw suppliers

[Nle4,D-Phe7]-α-MSH ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCC(C(=O)NC(CCC(=O)O)C(=O)NC(CC1=CN=CN1)C(=O)NC(CC2=CC=CC=C2)C(=O)NC(CCCNC(=N)N)C(=O)NC(CC3=CNC4=CC=CC=C43)C(=O)NCC(=O)NC(CCCCN)C(=O)N5CCCC5C(=O)NC(C(C)C)C(=O)N)NC(=O)C(CO)NC(=O)C(CC6=CC=C(C=C6)O)NC(=O)C(CO)NC(=O)C
Isomeric SMILES:CCCC[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC3=CNC4=CC=CC=C43)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N5CCC[C@H]5C(=O)N[C@@H](C(C)C)C(=O)N)NC(=O)[C@H](CO)NC(=O)[C@H](CC6=CC=C(C=C6)O)NC(=O)[C@H](CO)NC(=O)C
Recent ClinicalTrials:Study to Evaluate the Safety and Efficacy of Afamelanotide in Patients With Variegate Porphyria (VP)
Recent EU Clinical Trials:A Phase IIa, Open Label, Proof of Concept Study to Evaluate the Safety of Aqueous Afamelanotide Solution in Patients with acute Arterial Ischaemic Stroke (AIS) who are ineligible for Intravenous Thrombolysis (IVT) or Endovascular Thrombectomy (EVT)
Uses [Nle4, D-Phe7]-α-Melanocyte Stimulating Hormone trifluoroacetate salt has been used to detect its effect on O2 consumption and CO2 production in C57BL/6 mice.1It is also used to determine its effect on leptin secretion in the primary cultures of differentiated adipocytes.

Technology Process of Afamelanotide

There total 1 articles about Afamelanotide 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:

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 68858-20-8
Fmoc-Val-OH

: 71989-31-6
Fmoc-Pro-OH

: 71989-33-8
Fmoc-Ser(tBu)-OH

: 104091-09-0,136083-74-4,121343-82-6
(S)-2-[{({9H-fluoren-9-yl}methoxy)carbonyl}amino]pentanedioic acid

: 71989-38-3,118488-18-9,204384-67-8
Fmoc-Tyr(tBu)-OH

: 105047-45-8
Fmoc-Lys-OH

: 86123-10-6
Fmoc-D-Phe-OH

: 109425-51-6
Fmoc-His(Trt)-OH

: 77284-32-3,144701-20-2
Fmoc-(S)-2-aminohexanoic acid

: 143824-78-6,163619-04-3
3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester

: 187618-60-6
Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine

: 75921-69-6
NDP-MSH

Guidance literature:: Fmoc-Val-OH; With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 0.5h;

With piperidine; In N,N-dimethyl-formamide; for 0.333333h;

N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Pro-OH; Fmoc-Ser(tBu)-OH; (S)-2-[{({9H-fluoren-9-yl}methoxy)carbonyl}amino]pentanedioic acid; Fmoc-Tyr(tBu)-OH; Fmoc-Lys-OH; Fmoc-D-Phe-OH; Fmoc-His(Trt)-OH; Fmoc-(S)-2-aminohexanoic acid; 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Further stages;
DOI:10.1021/acs.jmedchem.7b01295