119363-63-2 Usage
Description
2-BOC-AMINO-3,3-DIPHENYL PROPIONIC ACID, also known as Boc-DL-3,3-diphenylalanine, is a chemical compound derived from the amino acid phenylalanine. It is characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group and a 3,3-diphenylpropionic acid moiety. 2-BOC-AMINO-3,3-DIPHENYL PROPIONIC ACID is of interest in the field of medicinal chemistry due to its potential applications in the development of novel therapeutic agents.
Uses
Used in Pharmaceutical Industry:
2-BOC-AMINO-3,3-DIPHENYL PROPIONIC ACID is used as a building block for the synthesis of various pharmaceutical compounds. Its unique structure allows for the creation of novel molecules with potential therapeutic properties.
Used in Synthesis of Thrombin Inhibitors:
In the pharmaceutical industry, 2-BOC-AMINO-3,3-DIPHENYL PROPIONIC ACID is used as a key component in the synthesis of ketomethylene pseudopeptide analogs. These analogs act as thrombin inhibitors, which are important for the treatment of various conditions related to blood clotting, such as deep vein thrombosis, pulmonary embolism, and acute coronary syndrome.
Used in Drug Delivery Systems:
Similar to gallotannin, 2-BOC-AMINO-3,3-DIPHENYL PROPIONIC ACID can also be employed in the development of drug delivery systems. These systems aim to improve the bioavailability, delivery, and therapeutic outcomes of the compound by utilizing various organic and metallic nanoparticles as carriers.
Check Digit Verification of cas no
The CAS Registry Mumber 119363-63-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,9,3,6 and 3 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 119363-63:
(8*1)+(7*1)+(6*9)+(5*3)+(4*6)+(3*3)+(2*6)+(1*3)=132
132 % 10 = 2
So 119363-63-2 is a valid CAS Registry Number.
InChI:InChI=1/C20H23NO4/c1-20(2,3)25-19(24)21-17(18(22)23)16(14-10-6-4-7-11-14)15-12-8-5-9-13-15/h4-13,16-17H,1-3H3,(H,21,24)(H,22,23)
119363-63-2Relevant articles and documents
Topographic Probes of Angiotensin and Receptor: Potent Angiotensin II Agonist Containing Diphenylalanine and Long-Acting Antagonists Containing Biphenylalanine and 2-Indan Amino Acid in Position 8
Hsieh, Kun-hwa,LaHann, Thomas R.,Speth, Robert C.
, p. 898 - 903 (1989)
A series of phenylalanine-mimicking amino acids with increasing conformational restraint were prepared and incorporated into angiotensin II, in order to develop topographic probes of angiotensin useful for probing receptor boundaries by molecular graphics
Synthesis and biological activity of ketomethylene pseudopeptide analogues as thrombin inhibitors
Cheng,Goodwin,Schully,Kakkar,Claeson
, p. 3364 - 3369 (2007/10/02)
Ketomethylene pseudopeptide analogues Aa-Pro-Argψ(COCH2)Gly-pip, 1, where Aa are D- or L-amino acids (Dpa, β,β-diphenylalanine; αNal, α- naphthylalanine; βNal, β-naphthylalanine; Fgl, fluorenylglycine) with highly lipophilic side chains and ψ(COCH2) is a ketomethylene pseudopeptide bond, have been synthesized through a modified Dakin-West reaction under very mild conditions with a high yield using tripeptide 4 with a labile functional group directly on the side chain. Their enzymatic assay of thrombin inhibition has been carried out. The structure-activity relationship study indicated that a lipophilic side chain on the amino acid in the P3 position is very important for binding to the apolar site of thrombin. Compound 1a with D-Dpa at the P3 position has a K(i) of 0.2 μM and it doubles thrombin clotting time at only 3 times higher concentration. These values are about 7 times better than those of the corresponding D-Phe analogues. Furthermore, 1a shows poor inhibitory activity against plasmin, factor Xa, urokinase, and kallikrein. Preliminary in vivo testing (3-4-kg rabbit as the animal model) shows no observable side effect (change of blood pressure and accumulation of blood platelet in lungs) at a dose of 1 mg/kg.
