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C4255

Sigma-Aldrich

Creatinine

anhydrous, ≥98%

Synonym(s):

2-Amino-1-methyl-2-imidazolin-4-one, 2-Imino-1-methylimidazolidin-4-one, 2-Imino-N-methylhydantoin

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About This Item

Empirical Formula (Hill Notation):
C4H7N3O
CAS Number:
60-27-5
Molecular Weight:
113.12
Beilstein:
112061
EC Number:
200-466-7
MDL number:
MFCD00059730
UNSPSC Code:
12352100
PubChem Substance ID:
24892677
NACRES:
NA.22

grade

anhydrous

Quality Level

200

Assay

≥98%

form

powder

mp

295 °C (dec.) (lit.)

SMILES string

CN1CC(=O)N=C1N

InChI

1S/C4H7N3O/c1-7-2-3(8)6-4(7)5/h2H2,1H3,(H2,5,6,8)

InChI key

DDRJAANPRJIHGJ-UHFFFAOYSA-N

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General description

Creatinine is a breakdown product formed by the degradation of creatine phosphate from muscles. The kidneys extract creatinine from the body by filtering almost all of it from the blood and excreting it in the urine. Serum creatinine is the most commonly used indicator for renal functioning. In chemical synthesis, creatinine is used as a heterocyclic nitrogenous compound that produces electron-rich and highly basic creatinine derivatives.

Application

Creatinine can be used as:
  • A nitrogen donor building block to prepare nitrogen-containing heterocyclic derivatives.
  • A reactant to synthesize donor-acceptor type carbon nitride copolymer, which is used as a photocatalyst in hydrogen production.
  • A starting material to prepare creatol(2-amino-1,5-dihydro-5-hydroxy methylimidazol-4-one) via creatinine chloramine.
  • A reactant to synthesize 3-substituted-3-hydroxyisatins by gold-catalyzed aldolization with various isatins.

WGK

WGK 3

Flash Point(F)

554.0 °F

Flash Point(C)

290 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Simple Conversion of Creatinine to Creatol via Creatinine Chloroamine
Ienaga K, et al.
Australian Journal of Chemistry, 68(2), 248-253 (2015)
Constructing creatinine-derived moiety as donor block for carbon nitride photocatalyst with extended absorption and spatial charge separation
Zong X, et al.
Applied Catalysis. B, Environmental, 291 (2021)
Study of Creatinine and its 5-Alkoxy Analogs: Structure and Conformational Studies in the Solid and Solution States by X-Ray Crystallography, NMR, UV and Mass Spectrometry
Arakali AV, et al.
Nucleosides, nucleotides & nucleic acids, 16(12), 2193-2218 (1997)
A review on creatinine measurement techniques
Mohabbati-Kalejahi E, et al.
Talanta, 97, 1-8 (2012)
Simultaneous determination of creatinine and uric acid in human urine by high-performance liquid chromatography
Zuo Y, et al.
Analytical Sciences, 24(12), 1589-1592 (2008)
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