CAS 22818-40-2

D-p-Hydroxyphenylglycine

Description:

D-p-Hydroxyphenylglycine, with the CAS number 22818-40-2, is an amino acid derivative characterized by its phenolic and glycine components. It features a hydroxyl group (-OH) attached to the para position of the phenyl ring, which contributes to its solubility and reactivity. This compound is often studied for its potential applications in pharmaceuticals, particularly as a building block in the synthesis of various biologically active molecules. D-p-Hydroxyphenylglycine exhibits chirality, with specific stereochemical configurations influencing its biological activity. It is typically a white to off-white crystalline solid, soluble in water and organic solvents, making it versatile for various chemical reactions. The presence of both amino and carboxyl functional groups allows it to participate in typical amino acid reactions, such as peptide bond formation. Additionally, its structural features may enable interactions with biological receptors, making it of interest in medicinal chemistry and drug design. Overall, D-p-Hydroxyphenylglycine is a significant compound in both synthetic and biological chemistry contexts.

Formula: C₈H₉NO₃

InChI: InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m1/s1

InChI key: InChIKey=LJCWONGJFPCTTL-SSDOTTSWSA-N

SMILES: [C@@H](C(O)=O)(N)C1=CC=C(O)C=C1

Synonyms:

• (2R)-2-Amino-2-(4-hydroxyphenyl)acetic acid
• (2R)-2-Azaniumyl-2-(4-hydroxyphenyl)acetate
• (2R)-2-amino-2-phenylethanamide
• (2R)-amino(4-hydroxyphenyl)ethanoic acid
• (R)-(-)-alpha-Amino-(4-hydroxyphenyl)acetic acid
• (R)-(4-Hydroxyphenyl)glycine
• (R)-2-(4-Hydroxyphenyl)glycine
• (R)-2-Amino-2-(4-hydroxyphenyl)acetic acid
• (αR)-α-Amino-4-hydroxybenzeneacetic acid
• 2-(4-Hydroxy-phenyl)glycin D-Form
• 4-Hydroxy-<span class="text-smallcaps">D</span>-phenylglycine
• 4-Hydroxy-D-Phenylglycine
• <span class="text-smallcaps">D</span>-(-)-2-(4-Hydroxyphenyl)glycine
• <span class="text-smallcaps">D</span>-(-)-2-(p-Hydroxyphenyl)glycine
• <span class="text-smallcaps">D</span>-(-)-4-Hydroxyphenylglycine
• <span class="text-smallcaps">D</span>-(-)-Amino(4-hydroxyphenyl)acetic acid
• <span class="text-smallcaps">D</span>-(-)-p-Hydroxyphenylglycine
• <span class="text-smallcaps">D</span>-(-)-α-(4-Hydroxyphenyl)glycine
• <span class="text-smallcaps">D</span>-(-)-α-Amino-4-hydroxyphenylacetic acid
• <span class="text-smallcaps">D</span>-(-)-α-Amino-p-hydroxyphenylacetic acid
• <span class="text-smallcaps">D</span>-2-Amino-2-(p-hydroxyphenyl)acetic acid
• <span class="text-smallcaps">D</span>-α-p-Hydroxyphenylglycine
• Benzeneacetic acid, α-amino-4-hydroxy-, (R)-
• Benzeneacetic acid, α-amino-4-hydroxy-, (αR)-
• D(-)-Alpha-Parahydroxy Phenylglycine
• D(-)4-P-hydroxyphenylglycine
• D-(-)-2-(4-Hydroxyphenyl)Glycine
• D-p-hydroxyphenylglycine
• Glycine, 2-(p-hydroxyphenyl)-, <span class="text-smallcaps">D</span>-
• H-D-Phg(4-OH)-OH
• PH Dane-acid
• p-Hydroxy-(R)-phenylglycine
• p-Hydroxy-<span class="text-smallcaps">D</span>-phenylglycine

4-Hydroxy-D-(-)-2-phenylglycine

CAS: 22818-40-2

Formula: C₈H₉NO₃

Purity: >99.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 167.16

Ref: 3B-H0758

(-)-4-Hydroxy-D-phenylglycine, 98+%

CAS: 22818-40-2

(-)-4-Hydroxy-D-phenylglycine is used as an organic chemical synthesis intermediate. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item

Formula: C₈H₉NO₃

Purity: 98+%

Color and Shape: White to pale cream, Crystals or powder or crystalline powder

Molecular weight: 167.16

Ref: 02-L07190

CEFPROZIL IMPURITY A CRS

CAS: 22818-40-2

CEFPROZIL IMPURITY A CRS

Ref: 41-Y0001372

D-α-(4-HYDROXYPHENYL)GLYCINE CRS

CAS: 22818-40-2

D-α-(4-HYDROXYPHENYL)GLYCINE CRS

Ref: 41-H1430000

D-α-(4-hydroxyphenyl)glycine

CAS: 22818-40-2

D-α-(4-hydroxyphenyl)glycine

Color and Shape: White To Off-White

Ref: 47-829

Amoxicillin Related Compound I ((R)-2-Amino-2-(4-hydroxyphenyl)acetic acid)

CAS: 22818-40-2

Aromatic amino-alcohol-phenols, aromatic amino-acid-phenols and other aromatic amino compounds with oxygen function

Formula: C₈H₉NO₃

Color and Shape: White Crystalline Powder

Molecular weight: 167.05824

Ref: 45-1031591

Benzeneacetic acid, a-amino-4-hydroxy-, (aR)-

CAS: 22818-40-2

Formula: C₈H₉NO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 167.1620

Ref: IN-DA007NPA

Amoxicillin EP Impurity I

CAS: 22818-40-2

Formula: C₈H₉NO₃

Color and Shape: White To Off-White Solid

Molecular weight: 167.16

Ref: 4Z-A-2310

Cefoperazone Impurity 3

CAS: 22818-40-2

Formula: C₈H₉NO₃

Molecular weight: 167.17

Ref: 4Z-C-7810

4-Hydroxy-D-phenylglycine

CAS: 22818-40-2

4-Hydroxy-D-phenylglycine

Formula: C₈H₉NO₃

Purity: 98%

Color and Shape: white to off-white powder or crystals or solid

Molecular weight: 167.16g/mol

Ref: 54-OR8733

4-Hydroxy-D-phenylglycine

CAS: 22818-40-2

Formula: C₈H₉NO₃

Purity: ≥ 99.0%

Color and Shape: White to off-white crystalline powder

Molecular weight: 167.16

Ref: 7W-GM6146

D-α-(4-Hydroxyphenyl-2,3,56-d4)glycine-α-d1

CAS: 22818-40-2

Formula: HOC₆D₄CD(NH₂)COOH

Purity: 98 atom % D

Molecular weight: 172.08963

Ref: 3U-D7575

D-4-Hydroxyphenylglycine

CAS: 22818-40-2

D-4-Hydroxyphenylglycine is key in making β-lactam antibiotics like Amoxicillin and Cefadroxil.

Formula: C₈H₉NO₃

Color and Shape: White To Off-White Crystalline Powder

Molecular weight: 167.16

Ref: TM-T39811

Amoxicillin EP Impurity I (Cefadroxil EP Impurity A)

Controlled Product

CAS: 22818-40-2

Formula: C₈H₉NO₃

Color and Shape: Neat

Molecular weight: 167.16

Ref: 86-MM0232.09

4-Hydroxy-D-(-)-2-phenylglycine

Controlled Product

CAS: 22818-40-2

Impurity Cefadroxil EP Impurity A(Amoxicillin EP Impurity A)
Applications 4-Hydroxy-D-(-)-2-phenylglycine (Cefadroxil EP Impurity A(Amoxicillin EP Impurity A)) is an compound used mainly for the synthetic preparation of β-lactam antibiotics.
References Koide, H., et al.: J. Antibio., 65, 91 (2012); Aranaz, I., et al.: Enzyme. Micro. Tech., 39, 215 (2006);

Formula: C₈H₉NO₃

Color and Shape: Neat

Molecular weight: 167.16

Ref: TR-H949250

Amoxicillin EP Impurity I

CAS: 22818-40-2

Formula: C₈H₉NO₃

Molecular weight: 167.16

Ref: ST-EA-CP-A20009

Cefadroxil EP Impurity A

CAS: 22818-40-2

Formula: C₈H₉NO₃

Molecular weight: 167.2

Ref: ST-EA-CP-C61001

p-Hydroxyphenyl glycine HCl

CAS: 22818-40-2

p-Hydroxyphenyl glycine HCl is a model system for an amide and has been shown to inhibit the growth of bacteria. It is also an active analogue of sodium succinate and cyclic peptide, which are glycopeptide antibiotics that have shown activity against gram-positive bacteria such as Streptococcus pneumoniae, Enterococcus faecalis, Staphylococcus aureus, and Bacillus subtilis. The hydroxyl group on p-hydroxyphenyl glycine HCl interacts with hydrogen bonding interactions in the bacterial cell wall, preventing the formation of a covalent bond between the drug molecule and the enzyme cell wall synthesis required for cell wall biosynthesis. This causes inhibition of protein synthesis, leading to cell death by apoptosis.

Formula: C₈H₉NO₃·HCl

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 203.62 g/mol

Ref: 3D-FH01618

(R)-2-Amino-2-(4-hydroxyphenyl)acetic acid

CAS: 22818-40-2

Formula: C₈H₉NO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 167.164

Ref: 10-F222543

4-Hydroxy-D-(-)-2-phenylglycine-13C6 (+)-3-Bromo-8-camphorsulfonic Acid

Controlled Product

CAS: 22818-40-2, 5344-58-1, 64933-95-5

Formula: C₂C₆H₉NO₃·C₁₀H₁₅BrO₄S

Color and Shape: Neat

Molecular weight: 484.31

Ref: TR-H949259