71921-91-0

Basic information

• Product Name: 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN
• Synonyms: 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN;3-Methyl-5-(1-methylethyl)-(S)-2,4-imidazolidinedione
• CAS NO: 71921-91-0
• Molecular Formula: C7H12N2O2
• Molecular Weight: 156.18238
• Product Categories: Heterocyclic Compounds;Heterocycles;Hydantoins & Derivatives
• Mol File: 71921-91-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.108 g/cm³
• Refractive Index: 1.474
• CAS DataBase Reference: 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN(71921-91-0)
• EPA Substance Registry System: 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN(71921-91-0)

Safety Data

• Hazardous Substances Data: 71921-91-0(Hazardous Substances Data)

Usage

Description

3-METHYL-5-(S)-ISOPROPYL HYDANTOIN, with the CAS number 71921-91-0, is an organic compound that plays a significant role in various chemical reactions and processes. It is characterized by its unique molecular structure, which contributes to its reactivity and utility in organic synthesis.

Uses

Used in Organic Synthesis:
3-METHYL-5-(S)-ISOPROPYL HYDANTOIN is used as a synthetic intermediate for the production of various chemical compounds. Its unique structure allows it to participate in a range of reactions, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN is used as a key building block in the development of new drugs. Its versatility in organic synthesis enables the creation of novel drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
3-METHYL-5-(S)-ISOPROPYL HYDANTOIN also finds application in the agrochemical industry, where it is utilized in the synthesis of new pesticides and other crop protection agents. Its incorporation into these products can lead to improved efficacy and reduced environmental impact.
Used in Specialty Chemicals:
In the specialty chemicals sector, 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN is employed as a crucial component in the synthesis of various high-value chemicals. These can include additives, dyes, and other performance-enhancing substances that are used across a wide range of industries.

InChI:InChI=1/C7H12N2O2/c1-4(2)5-6(10)9(3)7(11)8-5/h4-5H,1-3H3,(H,8,11)/t5-/m0/s1

Upstream product

• 516-06-3 D,L-valine 
• 624-83-9 methyl isocyanate 
• 1207610-47-6 methylcarbamoyl-valine methylamide 
• 16935-34-5 5-isopropyl-imidazolidine-2,4-dione 
• 74-88-4 methyl iodide 
• 201230-82-2 carbon monoxide 
• 87105-26-8 L-valine N-methylamide 
• 6306-52-1 L-valine methylester hydrochloride 

Relevant articles and documents

N-methylcarbamoyl adducts at the N-terminal valine of globin in workers exposed to N,N-dimethylformamide

N,N-dimethylformamide (DMF) is a commonly used industrial solvent. The formation of some metabolites of DMF in humans occurs via N-methylcarbamoylated species (e.g. N-methylcarbamoylated glutathione). The aim of our study was to investigate whether DMF lends to N-methylcarbamoylated adducts at the N-terminal valine of haemoglobin (Hb). Therefore, Hb adduct levels of ten DMF exposed workers and ten controls were analysed by a specific and sensitive detection method using capillary gas chromatography and a mass selective detector (GC/MS). Using this method we were able to show for the first time that Hb adducts are formed during the metabolism of DMF in humans. The general population, however, shows still unidentified background levels of this adduct which are on average lower by a factor of 50. The pathway for the formation of the investigated DMF-Hb adduct in workers exposed to DMF is still unknown. As identical adducts were also found after exposure to methylisocyanate (MIC), our work indicates the formation of MIC during the metabolism of DMF. The formation of Hb adducts with DMF and its relevance for occupational health is a subject of further research.

Pd-Catalysed oxidative carbonylation of α-amino amides to hydantoins under mild conditions

The first example of palladium-catalysed oxidative carbonylation of unprotected α-amino amides to hydantoins is described here. The selective synthesis of the target compounds was achieved under mild conditions (1 atm of CO), without ligands and bases. The catalytic system overrode the common reaction pathway that usually leads instead to the formation of symmetrical ureas.

NOVEL AMIDE DERIVATIVE AND USE THEREOF AS MEDICINE

Provided are a novel low-molecular-weight compound that suppresses production of induction type MMPs, particularly MMP-9, rather than production of hemostatic type MMP-2, as well as a prophylactic/therapeutic drug for autoimmune diseases or osteoarthritis. An amide derivative represented by the following formula (I) wherein each symbol is as defined in the specification, or a pharmacologically acceptable salt thereof.