Description

(R)-Metirosine (CAS No. 672-86-6), also known as (R)-2-Amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid, is a high-purity biochemical compound with the molecular formula C₁₀H₁₃NO₃. This enantiomerically pure tyrosine derivative is widely utilized in neuroscience and pharmacological research due to its role as an inhibitor of tyrosine hydroxylase, a key enzyme in catecholamine synthesis. The compound is provided as a white to off-white crystalline powder, ensuring optimal solubility and stability for experimental applications. Rigorous quality control guarantees ≥98% purity by HPLC, meeting the stringent requirements of academic and industrial researchers. Each batch is thoroughly characterized by NMR, MS, and elemental analysis to confirm identity and consistency. Suitable for in vitro and in vivo studies, (R)-Metirosine is packaged under inert conditions to preserve its integrity during storage and shipping.

Properties

• CAS Number: 672-86-6
• Complexity: 211
• IUPAC Name: (2R)-2-amino-3-(4-hydroxyphenyl)-2-methyl-propanoic acid
• InChI: InChI=1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)/t10-/m1/s1
• InChI Key: NHTGHBARYWONDQ-SNVBAGLBSA-N
• Exact Mass: 195.08954328
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.21
• SMILES: C[C@@](CC1=CC=C(C=C1)O)(C(=O)O)N
• Topological: 83.6
• Monoisotopic Mass: 195.08954328
• Synonyms: Metirosine, (R)-, 7510J153OT, METYROSINE, (R)-, UNII-7510J153OT, 672-86-6, (R)-2-Amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid, (2R)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid, D(+)-metyrosine, alpha-methyl-D-tyrosine, Racemetirosine, (R)-, (2R)-2-ammonio-3-(4-hydroxyphenyl)-2-methylpropanoate, (R)-alpha-Methyltyrosine, alpha-Me-D-Tyr-OH, L-AMPT, alpha-Methyl-D-Tyr, H-ALPHA-ME-D-TYR-OH, (R)-metirosine, L-2-Methyl-3-(4-hydroxy-phenyl)alanine, MFCD08063971, beta-Me-D-Tyr-OH, d-alpha-methyltyrosine, alpha-methyl-r-tyrosine, Lopac-M-8131, D-Tyrosine, alpha-methyl-, Lopac-120693, alpha -Methyl-L-p-tyrosine, (R)-A-METHYLTYROSINE, 1991-86-2, SCHEMBL162280, Tyrosine, alpha-methyl-, D-, (R)-2-Amino-3-(4-hydroxyphenyl)-2-methylpropanoicacid, CHEMBL1368961, D-.ALPHA.-METHYLTYROSINE, .ALPHA.-METHYL-D-TYROSINE, (R)-a-Methyl-4-hydroxyphenylalanine, D-TYROSINE, .ALPHA.-METHYL-, AKOS006286937, AB43498, TYROSINE, .ALPHA.-METHYL-, D-, NCGC00015701-01, NCGC00015701-02, NCGC00095904-01, AS-69790, |A inverted exclamation mark-Methyl-D-Tyr, CS-0363158, E86051, EN300-2825092, Q27266323, (R)-a-Methyl-4-hydroxyphenylalanine, (R)-a-Methyltyrosine (H-D-aMeTyr-OH), 5380-14-3

(R)-Metirosine is primarily used in neuroscience research to study catecholamine depletion and its effects on behavior and neurotransmission. It serves as a critical tool for investigating Parkinson’s disease, hypertension, and pheochromocytoma due to its ability to inhibit endogenous dopamine and norepinephrine synthesis. Researchers also employ this compound in metabolic pathway studies and receptor binding assays. Its enantiomeric purity makes it particularly valuable for stereospecific pharmacological investigations.

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