139558-50-2 Usage
Description
BOC-DL-2'-METHYLPHENYLALANINE, 98, also known as N-Boc-2-Methyl-DL-phenylalanine, is a white to off-white powder with specific chemical properties. It is a derivative of phenylalanine, an essential amino acid, with a methyl group at the 2' position and a Boc-protecting group. BOC-DL-2'-METHYLPHENYLALANINE, 98 is significant in the field of pharmaceuticals and biochemistry due to its unique structure and reactivity.
Uses
Used in Pharmaceutical Industry:
BOC-DL-2'-METHYLPHENYLALANINE, 98 is used as a reactant for the preparation of oxytocin analogs with methylated phenylalanines. These analogs are essential in the development of medications targeting the oxytocin receptor, which plays a crucial role in various physiological processes, including childbirth, lactation, and social bonding.
BOC-DL-2'-METHYLPHENYLALANINE, 98 is used as a building block for the synthesis of various peptides and peptide analogs. Its unique structure allows for the creation of novel compounds with potential applications in drug discovery and development.
BOC-DL-2'-METHYLPHENYLALANINE, 98 is also used as an intermediate in the synthesis of other bioactive molecules, such as neurotransmitters, hormones, and enzyme inhibitors. Its versatility in chemical reactions makes it a valuable compound in the field of medicinal chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 139558-50-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,9,5,5 and 8 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 139558-50:
(8*1)+(7*3)+(6*9)+(5*5)+(4*5)+(3*8)+(2*5)+(1*0)=162
162 % 10 = 2
So 139558-50-2 is a valid CAS Registry Number.
InChI:InChI=1/C15H21NO4/c1-10-7-5-6-8-11(10)9-12(13(17)18)16-14(19)20-15(2,3)4/h5-8,12H,9H2,1-4H3,(H,16,19)(H,17,18)/p-1/t12-/m1/s1
139558-50-2Relevant articles and documents
Bifunctional [2′,6′-dimethyl-L-tyrosine1] endomorphin-2 analogues substituted at position 3 with alkylated phenylalanine derivatives yield potent mixed μ-agonist/δ-antagonist and dual μ-agonist/δ-agonist opioid ligands
Li, Tingyou,Shiotani, Kimitaka,Miyazaki, Anna,Tsuda, Yuko,Ambo, Akihiro,Sasaki, Yusuke,Jinsmaa, Yunden,Marczak, Ewa,Bryant, Sharon D.,Lazarus, Lawrence H.,Okada, Yoshio
, p. 2753 - 2766 (2008/02/07)
Endomorphin-2 (H-Tyr-Pro-Phe-Phe-NH2) and [Dmt1]EM-2 (Dmt = 2′,6′-dimethyl-L-tyrosine) analogues, containing alkylated Phe3 derivatives, 2′-monomethyl (2, 2′), 3′,5′- and 2′,6′-dimethyl (3, 3′, and 4′, respectively), 2′,4′,6′-trimethyl (6, 6′), 2′-ethyl-6′-methyl (7, 7′), and 2′-isopropyl-6′- methyl (8, 8′) groups or Dmt (5, 5′), had the following characteristics: (i) [Xaa3]EM-2 analogues exhibited improved μ- and δ-opioid receptor affinities. The latter, however, were inconsequential (Kiδ = 491-3451 nM). (ii) [Dmt 1,-Xaa3]EM-2 analogues enhanced μ- and δ-opioid receptor affinities (Kiμ = 0.069-0.32 nM; K iδ = 1.83-99.8 nM) without κ-opioid receptor interaction. (iii) There were elevated μ-bioactivity (IC50 = 0.12-14.4 nM) and abolished δ-agonism (IC50 > 10 μM in 2′, 3′, 4′, 5′, 6′), although 4′ and 6′ demonstrated a potent mixed μ-agonism/δ-antagonism (for 4′, IC50μ = 0.12 and pA2 = 8.15; for 6′, IC50μ = 0.21 nM and pA2 = 9.05) and 7′ was a dual μ-agonist/δ-agonist (IC50 μ = 0.17 nM; IC50δ = 0.51 nM).
