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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:
Molecular Weight:
113.12
Beilstein:
112061
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

anhydrous

Quality Level

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.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

554.0 °F - closed cup

Flash Point(C)

290 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Gold-catalyzed addition reaction between creatinine and isatin: A sustainable and green chemistry approach for the diastereoselective synthesis of 3-substituted-3-hydroxyisatins
Parthasarathy K, et al.
Chinese Journal of Catalysis, 38(5), 775-783 (2017)
A review on creatinine measurement techniques
Mohabbati-Kalejahi E, et al.
Talanta, 97, 1-8 (2012)
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)
A Simple Conversion of Creatinine to Creatol via Creatinine Chloroamine
Ienaga K, et al.
Australian Journal of Chemistry, 68(2), 248-253 (2015)

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