691-60-1

Basic information

• Product Name: ISOPROPYLUREA
• Synonyms: (1-methylethyl)-ure;(1-methylethyl)urea;1-Isopropylurea;isopropyl-ure;N-(1-methylethyl)urea;N-Isopropylurea;Urea, (1-methylethyl)-;Urea, isopropyl-
• CAS NO: 691-60-1
• Molecular Formula: C₄H₁₀N₂O
• Molecular Weight: 102.14
• EINECS: 211-722-2
• Mol File: 691-60-1.mol
• Article Data: 23

Chemical Properties

• Melting Point: 154.25°C
• Boiling Point: 191.46°C (rough estimate)
• Flash Point: 44.1°C
• Appearance: /
• Density: 1.0739 (rough estimate)
• Vapor Pressure: 4.06mmHg at 25°C
• Refractive Index: 1.4386 (estimate)
• CAS DataBase Reference: ISOPROPYLUREA(CAS DataBase Reference)
• NIST Chemistry Reference: ISOPROPYLUREA(691-60-1)
• EPA Substance Registry System: ISOPROPYLUREA(691-60-1)

Safety Data

• Hazardous Substances Data: 691-60-1(Hazardous Substances Data)

Usage

Description

Isopropylurea, also known as 1,3-dimethyl-2-imidazolidinone, is an organic compound that serves as a key intermediate in the synthesis of various urea derivatives. It possesses unique chemical properties, including its ability to form hydrogen bonds and its compatibility with a wide range of chemical reactions, making it a versatile building block in organic chemistry.
Source:
Isopropylurea can be synthesized through various methods, including the reaction of amines with isocyanates or the condensation of urea with alcohols. The specific method of synthesis can influence the purity and properties of the final product.
Production Methods:
Isopropylurea is typically produced through the reaction of isopropylamine with urea, resulting in the formation of the desired compound through a condensation reaction. The reaction conditions, such as temperature, pressure, and catalysts, can be optimized to improve the yield and purity of the product.

Uses

Used in Pharmaceutical Industry:
Isopropylurea is used as a key intermediate in the synthesis of symmetrical and unsymmetrical urea analogues. These analogues exhibit H+/K+-ATPase inhibitory and anti-inflammatory activities, making them valuable for the development of new drugs targeting gastric acid-related disorders and inflammation.
Used in Chemical Synthesis:
Isopropylurea serves as a versatile building block in the synthesis of a wide range of organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its ability to participate in various chemical reactions, such as nucleophilic substitution, makes it a valuable component in the creation of complex molecular structures.
Used in Research and Development:
Isopropylurea is utilized in research and development settings to explore its potential applications and properties. Scientists and chemists use this compound to study its reactivity, stability, and interactions with other molecules, which can lead to the discovery of new chemical processes and applications.

InChI:InChI=1/C4H10N2O/c1-3(2)6-4(5)7/h3H,1-2H3,(H3,5,6,7)

Upstream product

• 17686-66-7 urethanoacetiminocarbamate 
• 590-28-3 potassium cyanate 
• 15572-56-2 isopropylamine hydrochloride 
• 67-64-1 acetone 
• 57-13-6 urea 
• 1795-48-8 Isopropyl isocyanate 
• 556-89-8 nitrourea 
• 75-31-0 isopropylamine 
• 82387-37-9 (Z)-3-(3-Isopropyl-ureido)-2-methyl-acrylic acid methyl ester 
• 82387-36-8 (E)-3-(3-Isopropyl-ureido)-2-methyl-acrylic acid methyl ester 
• 13256-32-1 1,3 dimethyl 1 nitrosourea 
• 77-71-4 5,5-dimethyl-imidazolidine-2,4-dione 
• 123-91-1 1,4-dioxane 
• 7664-93-9 sulfuric acid 

Downstream Products

• 85432-35-5 5,5-diethyl-1-isopropylpyrimidinetrione 
• 69998-14-7 1-isopropylpyrimidine-2,4,6(1H,3H,5H)trione 
• 91767-02-1 N-Isopropyl-N'-<α-chlor-phenylacetyl>-harnstoff 
• 40589-66-0 3-Benzoyl-1-isopropyl-harnstoff 
• 91557-58-3 3-o-Toluoyl-1-i-propylharnstoff 
• 7248-86-4 N-Chloracetyl-N'-isopropyl-harnstoff 
• 13909-94-9 N--N'-isopropyl-harnstoff 
• 40589-67-1 N-Isopropyl-N'-phenylacetylharnstoff 
• 25818-96-6 1-isopropyl-1H-pyrimidine-2,4-dione 
• 16830-14-1 N-isopropyl-N-nitrosourea 
• 85432-36-6 5-ethyl-5-phenyl-1-isopropyl-pyrimidinetrione 
• 113885-20-4 6-amino-1-isopropylpyrimidine-2,4(1H,3H)-dione 
• 4128-37-4 1,3-diisopropylurea 
• 19895-44-4 1-phenyl-3-i-propylurea 

Relevant articles and documents

METHODS OF TREATMENT WITH MYOSIN MODULATOR

Disclosed herein are methods of treatment comprising administering a therapeutically effective amount of a myosin modulator or a pharmaceutically acceptable salt thereof to a subject in need thereof and diagnostic methods useful in connection with those treatments. Due to observations unfolding in clinical trials with mavacamten and with mavacamten and other myosin inhibitors in the pre-clinical setting, new insights into how myosin inhibitors can be used beneficially to impact the disease state of HCM and other diseases are provided herein.

Myosin inhibitor, as well as preparation method and application thereof

The invention relates to the field of medicinal chemistry, in particular to a myosin inhibitor, as well as a preparation method and application thereof. The invention provides a compound or pharmacologically acceptable salt, an isomer, a prodrug, a polymorphic substance or a solvate thereof. A chemical structural formula of the compound is as shown in a formula I. Compared with other similar medicines in the prior art, the compound or the pharmacologically acceptable salt, the isomer, the prodrug, the polymorphic substance or the solvate thereof provided by the invention have better activity and a more ideal pharmacokinetics characteristic.

Catalytic hydration of cyanamides with phosphinous acid-based ruthenium(ii) and osmium(ii) complexes: scope and mechanistic insights

The synthesis of a large variety of ureas R1R2NC(O)NH2 (R1 and R2 = alkyl, aryl or H; 26 examples) was successfully accomplished by hydration of the corresponding cyanamides R1R2NCN using the phosphinous acid-based complexes [MCl2(η6-p-cymene)(PMe2OH)] (M = Ru (1), Os (2)) as catalysts. The reactions proceeded cleanly under mild conditions (40-70 °C), in the absence of any additive, employing low metal loadings (1 molpercent) and water as the sole solvent. In almost all the cases, the osmium complex 2 featured a superior reactivity in comparison to that of its ruthenium counterpart 1. In addition, for both catalysts, the reaction rates observed for the hydration of the cyanamide substrates were remarkably faster than those involving classical aliphatic and aromatic nitriles. Computational studies allowed us to rationalize all these trends. Thus, the calculations indicated that the presence of a nitrogen atom directly linked to the CN bond depopulates electronically the nitrile carbon by inductive effect when coordinated to the metal center, thus favouring the intramolecular nucleophilic attack of the OH group of the phosphinous acid ligand to this carbon. On the other hand, the higher reactivity of Os vs. Ru seems to be related with the lower ring strain on the incipient metallacycle that starts to form in the transition state associated with this key step in the catalytic cycle. Indirect experimental evidence of the generation of the metallacyclic intermediates was obtained by studying the reactivity of [RuCl2(η6-p-cymene)(PMe2OH)] (1) towards dimethylcyanamide in methanol and ethanol. The reactions afforded compounds [RuCl(η6-p-cymene)(PMe2OR)(NCNMe2)][SbF6] (R = Me (5a), Et (5b)), resulting from the alcoholysis of the metallacycle, which could be characterized by single-crystal X-ray diffraction. This journal is