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Fmoc-(R)-3-Amino-4-(3-trifluoromethyl-phenyl)-butyric acid is a specialized chemical compound utilized in the pharmaceutical industry, primarily for the synthesis of peptide-based drugs. It is a derivative of the amino acid butyric acid, distinguished by the presence of an additional amino group and a trifluoromethyl-phenyl group on its carbon chain. The Fmoc group serves as a protective agent, shielding reactive functional groups on the amino acid during peptide synthesis, thereby facilitating the creation of complex peptide structures with specific functions. The incorporation of the trifluoromethyl group is significant as it can enhance the bioavailability and metabolic stability of the resulting drug molecules, making this compound a valuable asset in drug development.

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  • 269726-75-2 Structure
  • Basic information

    1. Product Name: FMOC-(R)-3-AMINO-4-(3-TRIFLUOROMETHYL-PHENYL)-BUTYRIC ACID
    2. Synonyms: FMOC-3-TRIFLUOROMETHYL-D-BETA-HOMOPHENYLALANINE;FMOC-(R)-3-AMINO-4-(3-TRIFLUOROMETHYLPHENYL)BUTANOIC ACID;FMOC-(R)-3-AMINO-4-(3-TRIFLUOROMETHYL-PHENYL)-BUTYRIC ACID;FMOC-D-PHE(3-CF 3)-(C*CH2)OH;FMOC-D-BETA-HOPHE(3-CF3)-OH;RARECHEM AK PT F026;N-(9-FLUORENYLMETHOXYCARBONYL)-(R)-3-AMINO-4-(3-TRIFLUOROMETHYLPHENYL)BUTANOIC ACID;N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-D-HOMO(3-TRIFLUOROMETHYLPHENYL)ALANINE
    3. CAS NO:269726-75-2
    4. Molecular Formula: C26H22F3NO4
    5. Molecular Weight: 469.45
    6. EINECS: N/A
    7. Product Categories: 3-Amino-4-phenylbutanoic Acid Analogs;B-Amino
    8. Mol File: 269726-75-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 625.016 °C at 760 mmHg
    3. Flash Point: 331.798 °C
    4. Appearance: /
    5. Density: 1.328 g/cm3
    6. Vapor Pressure: 1.74E-16mmHg at 25°C
    7. Refractive Index: 1.582
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: FMOC-(R)-3-AMINO-4-(3-TRIFLUOROMETHYL-PHENYL)-BUTYRIC ACID(CAS DataBase Reference)
    11. NIST Chemistry Reference: FMOC-(R)-3-AMINO-4-(3-TRIFLUOROMETHYL-PHENYL)-BUTYRIC ACID(269726-75-2)
    12. EPA Substance Registry System: FMOC-(R)-3-AMINO-4-(3-TRIFLUOROMETHYL-PHENYL)-BUTYRIC ACID(269726-75-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 269726-75-2(Hazardous Substances Data)

269726-75-2 Usage

Uses

Used in Pharmaceutical Industry:
Fmoc-(R)-3-Amino-4-(3-trifluoromethyl-phenyl)-butyric acid is used as a building block for the synthesis of peptide-based drugs due to its unique structural features that allow for the creation of drugs with specific therapeutic properties. The presence of the Fmoc group aids in the controlled assembly of peptide sequences, while the trifluoromethyl-phenyl group contributes to the drug's bioavailability and stability.
Used in Drug Development:
In the realm of drug development, Fmoc-(R)-3-Amino-4-(3-trifluoromethyl-phenyl)-butyric acid is employed as a key component in the design and synthesis of novel peptide therapeutics. Its role is crucial for enhancing the pharmacokinetic profile of drug candidates, ensuring that they are effectively absorbed, distributed, metabolized, and excreted within the body, thus improving their overall therapeutic efficacy.
Used in Peptide Synthesis:
Fmoc-(R)-3-Amino-4-(3-trifluoromethyl-phenyl)-butyric acid is used as a protected amino acid in the stepwise assembly of peptides. The Fmoc group's protective function is vital for preventing unwanted side reactions during the synthesis process, allowing for the precise incorporation of the amino acid into the growing peptide chain.
Used in Enhancing Bioavailability and Metabolic Stability:
The trifluoromethyl group in Fmoc-(R)-3-Amino-4-(3-trifluoromethyl-phenyl)-butyric acid is used to improve the bioavailability of peptide-based drugs, ensuring that they can be effectively absorbed and utilized by the body. Additionally, this group aids in enhancing the metabolic stability of the drug molecules, reducing their susceptibility to degradation and prolonging their therapeutic action.

Check Digit Verification of cas no

The CAS Registry Mumber 269726-75-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,6,9,7,2 and 6 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 269726-75:
(8*2)+(7*6)+(6*9)+(5*7)+(4*2)+(3*6)+(2*7)+(1*5)=192
192 % 10 = 2
So 269726-75-2 is a valid CAS Registry Number.
InChI:InChI=1/C26H22F3NO4/c27-26(28,29)17-7-5-6-16(12-17)13-18(14-24(31)32)30-25(33)34-15-23-21-10-3-1-8-19(21)20-9-2-4-11-22(20)23/h1-12,18,23H,13-15H2,(H,30,33)(H,31,32)/t18-/m1/s1

269726-75-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Fmoc-(R)-3-amino-4-(3-trifluoromethylphenyl)-butyric acid

1.2 Other means of identification

Product number -
Other names FMOC-(R)-3-AMINO-4-(3-TRIFLUOROMETHYL-PHENYL)-BUTYRIC ACID

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:269726-75-2 SDS

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