Cas no 167479-78-9 (L-(S)-4-Cyanophenylalanine)
L-(S)-4-Cyanophenylalanine Chemical and Physical Properties
Names and Identifiers
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- (S)-2-Amino-3-(4-cyanophenyl)propanoic acid
- L-4-Cyanophe
- H-Phe(4-CN)-OH
- 4-Cyano-L-Phenylalanine
- H-4-Cyano-Phe-OH
- L-4-Cyanophenylalanine
- (L)-4-Cyanophenylalanine
- L-(S)-4-Cyanophenylalanine
- (2S)-2-Amino-3-(4-cyanophenyl)propanoic acid
- L-PHE(4-CN)
- (P-CN)PHE-OH
- L-4-CN-Phe-OH
- H-PHE(P-CN)-OH
- H-p-Cyano-Phe-OH
- L-4-Cyano-phe-OH
- H-P-CYANO-L-PHE-OH
- 4-Cyanophenylalanine
- Phenylalanine, 4-cyano-
- (s)-2-amino-3-(4-cyanophenyl)propionic acid
- L-4- Cyanophenylalanine
- p-cyanophenylalanine
- DL-4-Cyanophenylalanine
- L-4-Cyano phenylalanine
- para-Cyano-L-phenylalanine
- 167479-78-9
- KWIPUXXIFQQMKN-VIFPVBQESA-N
- A50120
- AM82773
- STR03229
- EN300-1167130
- AKOS006342996
- Q27454596
- 104531-20-6
- MFCD00270363
- AC-7943
- CS-W022752
- DTXSID30937335
- SCHEMBL43594
- J-001192
- 4-Cyano-D-Phenylalanine
-
- MDL: MFCD00270363
- Inchi: 1S/C10H10N2O2/c11-6-8-3-1-7(2-4-8)5-9(12)10(13)14/h1-4,9H,5,12H2,(H,13,14)/t9-/m0/s1
- InChI Key: KWIPUXXIFQQMKN-VIFPVBQESA-N
- SMILES: OC([C@H](CC1C=CC(C#N)=CC=1)N)=O
Computed Properties
- Exact Mass: 190.07400
- Monoisotopic Mass: 190.074
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 14
- Rotatable Bond Count: 3
- Complexity: 248
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: -1.4
- Topological Polar Surface Area: 87.1
Experimental Properties
- Color/Form: No data available
- Density: 1.28
- Melting Point: No data available
- Boiling Point: 394.1±37.0 °C at 760 mmHg
- Flash Point: 192.1±26.5 °C
- Refractive Index: 1.595
- Water Partition Coefficient: Slightly soluble in water.
- PSA: 87.11000
- LogP: 1.21298
- Solubility: Slightly soluble in water.
L-(S)-4-Cyanophenylalanine Security Information
- Signal Word:warning
- Hazard Statement: H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
-
Warning Statement:
P264Thoroughly clean after treatment
P280Wear protective gloves/Wear protective clothing/Wear protective goggles/Wear a protective mask
P305If it enters the eyes
P351Rinse carefully with water for a few minutes
P338Remove the contact lens(If any)And easy to operate,Continue flushing
P337If eye irritation persists
P313Obtain medical advice/care - Safety Instruction: H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- HazardClass:6.1
- Storage Condition:Store at -20°C.
L-(S)-4-Cyanophenylalanine Customs Data
- HS CODE:2926909090
- Customs Data:
China Customs Code:
2926909090Overview:
2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%
Declaration elements:
Product Name, component content, use to
Summary:
HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%
L-(S)-4-Cyanophenylalanine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | H842905-5g |
H-Phe(4-CN)-OH |
167479-78-9 | 98% | 5g |
¥1,100.00 | 2022-01-11 | |
| Fluorochem | 224023-1g |
S)-2-Amino-3-(4-cyanophenyl)propanoic acid |
167479-78-9 | 95% | 1g |
£38.00 | 2022-02-28 | |
| Fluorochem | 224023-5g |
S)-2-Amino-3-(4-cyanophenyl)propanoic acid |
167479-78-9 | 95% | 5g |
£117.00 | 2022-02-28 | |
| Fluorochem | 224023-10g |
S)-2-Amino-3-(4-cyanophenyl)propanoic acid |
167479-78-9 | 95% | 10g |
£183.00 | 2022-02-28 | |
| Fluorochem | 224023-25g |
S)-2-Amino-3-(4-cyanophenyl)propanoic acid |
167479-78-9 | 95% | 25g |
£365.00 | 2022-02-28 | |
| TRC | C955885-250mg |
L-(S)-4-Cyanophenylalanine |
167479-78-9 | 250mg |
$64.00 | 2023-05-18 | ||
| TRC | C955885-500mg |
L-(S)-4-Cyanophenylalanine |
167479-78-9 | 500mg |
$87.00 | 2023-05-18 | ||
| TRC | C955885-1g |
L-(S)-4-Cyanophenylalanine |
167479-78-9 | 1g |
$ 115.00 | 2022-06-06 | ||
| TRC | C955885-2.5g |
L-(S)-4-Cyanophenylalanine |
167479-78-9 | 2.5g |
$282.00 | 2023-05-18 | ||
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | H191426-10g |
L-(S)-4-Cyanophenylalanine |
167479-78-9 | 98% | 10g |
¥716.90 | 2023-09-02 |
L-(S)-4-Cyanophenylalanine Related Literature
-
Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095
-
Ji-Ping Wei Nanoscale, 2015,7, 11815-11832
-
Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
-
Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341
Additional information on L-(S)-4-Cyanophenylalanine
Introduction to L-(S)-4-Cyanophenylalanine (CAS No. 167479-78-9)
L-(S)-4-Cyanophenylalanine, identified by the Chemical Abstracts Service Number (CAS No.) 167479-78-9, is a specialized amino acid derivative that has garnered significant attention in the field of pharmaceutical and biochemical research. This compound, characterized by its chiral center and cyano-substituted phenyl group, exhibits unique chemical and biological properties that make it a valuable candidate for various applications, particularly in drug development and enzyme inhibition studies.
The molecular structure of L-(S)-4-Cyanophenylalanine consists of an alanine backbone with a cyanophenyl side chain. The presence of the (S)-configuration at the chiral center imparts specific stereospecificity, which is crucial for its biological activity. This stereochemistry influences how the compound interacts with biological targets, making it a promising candidate for designing enantiopure drugs that exhibit higher efficacy and fewer side effects compared to racemic mixtures.
In recent years, there has been a growing interest in the development of chiral auxiliaries and ligands for asymmetric synthesis. L-(S)-4-Cyanophenylalanine has been explored as a building block in the synthesis of complex molecules due to its ability to induce high enantiomeric excess in catalytic processes. Its incorporation into peptide mimetics and protease inhibitors has shown promising results in preclinical studies, particularly in targeting enzymes involved in inflammatory and infectious diseases.
One of the most compelling applications of L-(S)-4-Cyanophenylalanine is in the field of protease inhibition. Proteases are enzymes that play a critical role in various physiological processes, including digestion, blood clotting, and immune responses. Dysregulation of protease activity is associated with several diseases, such as cancer, arthritis, and HIV/AIDS. The cyanophenyl group in L-(S)-4-Cyanophenylalanine provides a unique interaction surface that can be tailored to bind specifically to target proteases. For instance, studies have demonstrated its potential as an inhibitor of matrix metalloproteinases (MMPs), which are involved in tissue degradation and remodeling.
Moreover, the pharmaceutical industry has leveraged L-(S)-4-Cyanophenylalanine to develop novel antibiotics and antiviral agents. The cyano group enhances the compound's ability to interact with bacterial enzymes and viral proteases, thereby disrupting their function. This property has been particularly useful in designing drugs that target resistant strains of bacteria, where traditional antibiotics have shown limited efficacy.
Recent advancements in computational chemistry have further highlighted the utility of L-(S)-4-Cyanophenylalanine. Molecular modeling studies have revealed its potential as a scaffold for drug discovery programs. By integrating virtual screening techniques with experimental validation, researchers have been able to identify lead compounds that incorporate L-(S)-4-Cyanophenylalanine as a key structural motif. These efforts have led to the identification of several promising candidates for further development into therapeutic agents.
The synthesis of L-(S)-4-Cyanophenylalanine itself presents an interesting challenge due to its stereochemical complexity. Traditional synthetic routes often require multi-step processes involving chiral resolution or asymmetric catalysis. However, recent innovations in biocatalysis have enabled more efficient production methods using engineered enzymes that selectively produce the desired enantiomer. This biotechnological approach not only improves yield but also reduces environmental impact by minimizing waste generation.
In conclusion, L-(S)-4-Cyanophenylalanine (CAS No. 167479-78-9) represents a significant advancement in the field of chiral chemistry and drug development. Its unique structural features and biological activities make it a versatile tool for researchers exploring new therapeutic strategies. As our understanding of molecular interactions continues to evolve, compounds like L-(S)-4-Cyanophenylalanine will undoubtedly play a pivotal role in shaping the future of medicine.
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