C4255

Sigma-Aldrich

Creatinine

anhydrous, ≥98%

Synonym(s):
2-Imino-N-methylhydantoin, 2-Imino-1-methylimidazolidin-4-one, 2-Amino-1-methyl-2-imidazolin-4-one
Empirical Formula (Hill Notation):
C4H7N3O
CAS Number:
Molecular Weight:
113.12
Beilstein/REAXYS Number:
112061
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

grade

anhydrous

assay

≥98%

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.

Packaging

10, 25, 100 g in poly bottle
10 mg in glass bottle
1 kg in poly bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

554.0 °F - closed cup

Flash Point(C)

290.00 °C - closed cup

Certificate of Analysis
Certificate of Origin
Diagnostic accuracy of cystatin C compared to serum creatinine for the estimation of renal dysfunction in adults and children-a meta-analysis
Roos JF, et al.
Clinical Biochemistry, 40(5-6), 383-391 (2007)
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)
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 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)

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