DL-4-HYDROXYPHENYLGLYCINE
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DL-4-HYDROXYPHENYLGLYCINE
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CAS No:
938-97-6
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Formula:
C8H9NO3
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Chemical Name:
DL-4-HYDROXYPHENYLGLYCINE
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Synonyms:
DL-4-OH-Phg-OH;4-HYDROXY-DL-PHENYLGLYCINE;2-Amino-2-(4-hydroxyphenyl)aceticacid;(4-Hydroxyphenyl)(amino)acetic acid;2-(4-Hydroxyphenyl)glycine;2-amino-2-(4-hydroxyphenyl)acetic acid (en);4-[Amino(carboxy)methyl]phenol;4-[Amino(carboxy)methyl]phenol, Amino(4-hydroxyphenyl)acetic acid
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CAS No:
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.
Type R (i.e. D): crystalline, melting point 240°C (decomposition), [α]-158.4° (C=1,1 mol/L HCl). (+/-) type: lamellar crystals (water), insoluble in water, insoluble in ether, 200°C non-melting decomposition.
DL-4-HYDROXYPHENYLGLYCINE Basic Attributes
167.16
167.16
213-353-2
30081
White to Pale Yellow
2918290090
Characteristics
83.6
-2.1
1.396±0.06 g/cm3(Predicted)
229-230 °C
365.8±32.0 °C(Predicted)
223.7ºC
1.547
2.15±0.10(Predicted)
Keep in dark place,Inert atmosphere,Room temperature
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-4-HYDROXYPHENYLGLYCINE Use and 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.
Intermediates of β-lactam antibiotics (such as type D) such as ampicillin and cefoperazone.
(4-Hydroxyphenyl)glycine, is a key intermediate for the synthesis Cefpiramide (C243400), used as a β-lactam antibiotic.
4-hydroxyphenylglycine is used (now only rarely) as a photographic developer and in the determination of phosphorus and silicon.
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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