• (3S,6S,9R,12S,15S,23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxamide

(3S,6S,9R,12S,15S,23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxamide

  • CasNo:121062-08-6
  • Purity:99%

Product Details;

CasNo: 121062-08-6

Molecular Formula: C50H69N15O9

Appearance: solid

Buy High Quality Wholesale 121062-08-6 Cheapest Price

  • Molecular Formula:C50H69N15O9
  • Molecular Weight:1024.19
  • Appearance/Colour:solid 
  • Refractive Index:1.669 
  • PKA:13.00±0.70(Predicted) 
  • PSA:382.26000 
  • Density:1.43 g/cm3 
  • LogP:3.60720 

Cas 121062-08-6 Usage

Description

(3S,6S,9R,12S,15S,23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxamide is a synthetic analogue of the peptide hormone alpha-melanocyte-stimulating hormone (α-MSH). It's important to note that the use of Melanotan II and similar substances obtained online can be risky due to their unregulated nature and potential adverse effects. The term "Barbie drug" underscores the desire for a tan without sun exposure, but users should be aware of the potential health risks associated with its use. As an unlicensed and untested substance, the safety and efficacy of Melanotan II are not well-established, and caution should be exercised.
Systemic Toxicity Concerns The use of (3S,6S,9R,12S,15S,23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxamide has been associated with potential systemic toxicity, including sympathomimetic excess, rhabdomyolysis, and renal dysfunction.

Uses

Melanotan II is used for inducing pigmentation (tanning) of the human skin.
Referred to as the 'Barbie drug,' it promises users a rapid tan without extended sun exposure.

InChI:InChI=1/C50H71N15O10/c1-3-4-16-36(59-29(2)66)44(70)65-41(25-42(67)68)49(75)64-40(24-32-27-55-28-58-32)48(74)62-38(22-30-13-6-5-7-14-30)46(72)61-37(19-12-21-56-50(53)54)45(71)63-39(23-31-26-57-34-17-9-8-15-33(31)34)47(73)60-35(43(52)69)18-10-11-20-51/h5-9,13-15,17,26-28,35-41,57H,3-4,10-12,16,18-25,51H2,1-2H3,(H2,52,69)(H,55,58)(H,59,66)(H,60,73)(H,61,72)(H,62,74)(H,63,71)(H,64,75)(H,65,70)(H,67,68)(H4,53,54,56)/t35-,36-,37-,38+,39-,40-,41-/m0/s1

121062-08-6 Relevant articles

Evaluation of Melanotan-II, a superpotent cyclic melanotropic peptide in a pilot phase-I clinical study

Robert T. Dorr 1 2, Ruskin Lines 3, Norman Levine 3, Christine Brooks 2, Li Xiang 4, Victor J. Hruby 4, Mac E. Hadley 5

, Life Sciences Volume 58, Issue 20, 12 April 1996, Pages 1777-1784

Two subjects had increased pigmentation in the face, upper body and buttock, as measured by quatitative reflectance and by visual perception 1 week after MT-II dosing ended. These results demonstrate that MT-II has tanning activity in humans given only 5 low doses every other day by subcutaneous injection. The recommended single MT-II dose for future Phase I studies is 0.025 mg/kg/day.

The potent melanocortin receptor agonist melanotan-II promotes peripheral nerve regeneration and has neuroprotective properties in the rat

Mariël P Ter Laak, Jan H Brakkee, Roger A.H Adan, Frank P.T Hamers, Willem Hendrik Gispen

, European Journal of Pharmacology Volume 462, Issues 1–3, 21 February 2003, Pages 179-183

The sciatic nerve crush model was used as a paradigm to investigate the neurotrophic properties of melanotan-II. Melanotan-II significantly enhanced the recovery of sensory function following a crush lesion of the sciatic nerve in the rat at a dose of 20 μg kg−1 per 48 h, s.c., but not at a dose of 2 or 50 μg kg−1.

121062-08-6 Process route

C<sub>94</sub>H<sub>103</sub>N<sub>14</sub>O<sub>14</sub>PolS

C94H103N14O14PolS

acetic anhydride
108-24-7

acetic anhydride

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

Fmoc-(S)-2-aminohexanoic acid

melanotan-II
121062-08-6

melanotan-II

Conditions
Conditions Yield
C94H103N14O14PolS; With piperidine; benzotriazol-1-ol; In dichloromethane; N,N-dimethyl-d6-formamide; at 20 - 75 ℃; for 0.1h; rink-amide-MBHA resin Microwave irradiation;
Fmoc-(S)-2-aminohexanoic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 75 ℃; for 0.0833333h; rink-amide-MBHA resin Microwave irradiation;
acetic anhydride; Further stages;
 
Ac-Nle-Asp-His-D-Phe-Arg-Trp-Lys-NH<sub>2</sub>
117499-53-3

Ac-Nle-Asp-His-D-Phe-Arg-Trp-Lys-NH2

melanotan-II
121062-08-6

melanotan-II

Conditions
Conditions Yield
With dipotassium hydrogenphosphate; diphenyl phosphoryl azide; In N,N-dimethyl-formamide; 1) 0 deg C, 6 h, 2) r.t., overnight;
30%

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