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Home > Encyclopedia > DL-p-Hydroxyphenylglycine

DL-p-Hydroxyphenylglycine

DL-p-Hydroxyphenylglycine structure

DL-p-Hydroxyphenylglycine 

structure
  • CAS No:

    938-97-6

  • Formula:

    C8H9NO3

  • Chemical Name:

    DL-p-Hydroxyphenylglycine

  • Synonyms:

    Benzeneacetic acid,α-amino-4-hydroxy-;Glycine,2-(p-hydroxyphenyl)-;α-Amino-4-hydroxybenzeneacetic acid;(4-Hydroxyphenyl)glycine;α-(4-Hydroxyphenyl)glycine;α-(p-Hydroxyphenyl)glycine;α-Amino-p-hydroxyphenylacetic acid;2-(4-Hydroxyphenyl)glycine;DL-2-(p-Hydroxyphenyl)glycine;(±)-α-Amino-4-hydroxybenzeneacetic acid;DL-2-(4-Hydroxyphenyl)glycine;DL-p-Hydroxyphenylglycine;(±)-2-(4-Hydroxyphenyl)glycine;(±)-Amino(p-hydroxyphenyl)acetic acid;DL-α-Amino(4-hydroxyphenyl)acetic acid;(±)-p-Hydroxyphenylglycine;DL-4-Hydroxyphenylglycine;(RS)-2-(4-Hydroxyphenyl)glycine;(±)-2-(p-Hydroxyphenyl)glycine;p-Hydroxyphenylglycine;NSC 30081;α-Amino-4-hydroxyphenylacetic acid;2-Amino-2-(4-hydroxyphenyl)aceticacid;2-Amino-2-(4-hydroxyphenyl)acetic acid;6324-01-2

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

4-hydroxyphenylglycine is a glycine molecule carrying a 4-hydroxyphenyl substituent. It has a role as a bacterial metabolite. It derives from a glycine.

DL-p-Hydroxyphenylglycine Basic Attributes

167.16

167.16

228-682-7

30081

2922509090

Characteristics

83.6

-2.1

1.411g/cm3

229-230 °C

446.3°C at 760 mmHg

223.7ºC

1.547

Safety Information

IRRITANT

Xi

Irritant

Drug Information

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

(R,S)-3HPG

DL-p-Hydroxyphenylglycine Use and Manufacturing

Methods of Manufacturing

Use p-methoxybenzaldehyde to react with sodium cyanide and ammonium bicarbonate in ethanol to generate p-methoxyphenhydantoin, which is then hydrolyzed with sodium hydroxide solution to obtain p-methoxyphenylglycine, which is hydrogen bromide The product is obtained by acid hydrolysis.

Uses

Intermediates of β-lactam antibiotics (such as type D) such as ampicillin and cefoperazone.

Benzeneacetic acid, .alpha.-amino-4-hydroxy-, (.alpha.R)-: ACTIVE|Benzeneacetic acid, .alpha.-amino-4-hydroxy-, (.alpha.S)-: INACTIVE

Computed Properties

Molecular Weight:167.16
XLogP3:-2.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:167.058243149
Monoisotopic Mass:167.058243149
Topological Polar Surface Area:83.6
Heavy Atom Count:12
Complexity:164
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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