Imidazolidinone
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Imidazolidinone
Imidazolidinones or imidazolinones are a class of 5-membered ring heterocycles structurally related to imidazole. Imidazolidinones feature a saturated C3N2 nucleus, except for the presence of a urea or amide functional group in the 2 or 4 positions. 2-Imidazolidinones The 2-imidazolidinones are cyclic derivatives of urea. 1,3-Dimethyl-2-imidazolidinone is a polar solvent and Lewis base. Drugs featuring this ring system include emicerfont, imidapril, and azlocillin. Dimethylol ethylene urea is the reagent used in permanent press clothing. 4-Imidazolidinones 4-Imidazolidinones can be prepared from phenylalanine in two chemical steps (amidation with methylamine followed by condensation reaction with acetone): Imidazolidinone catalyst work by forming an iminium ion with carbonyl groups of α,β-unsaturated aldehydes ( enals) and enones in a rapid chemical equilibrium. This iminium activation lower the substrate's LUMO. Several 4-imidazolidinones have been investigated. Dru ...
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Dimethylol Ethylene Urea
Dimethylol ethyleneurea is an organic compound derived from formaldehyde and urea. It is a colourless solid that is used for treating cellulose-based heavy fabrics to inhibit wrinkle formation. Dimethylol ethylene urea (DMEU) bonds with the hydroxyl groups present in long cellulose chains and prevents the formation hydrogen bonding between the chains, the primary cause of wrinkling. This treatment produces permanently wrinkle-resistant fabrics and is different from the effects achieved from using fabric softeners. An additional names for DMEU includes 1,3-bis(hydroxymethyl)-tetrahydro-2-imidazolone. Mechanism Wrinkles form in cotton fabrics due to the free hydroxyl groups. Cotton is a form of cellulose chains linked to form firm three-dimensional structures that offer both tensile strength and flexibility due to their carbon-carbon and carbon-oxygen bond based backbone. Since cellulose is composed of glucose units, cyclic carbohydrate molecules, cellulose has free hydroxyl groups ...
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Imidazolinone Herbicide
Imazaquin is an imidazolinone herbicide, so named because it contains an imidazolinone core. This organic compound is used to control a broad spectrum of weed species. It is a colorless or white solid, although commercial samples can appear brown or tan. Imidazolinone herbicides Imazaquin along with imazamethabenz-methyl, imazapyr, imazapic, imazethapyr, and imazamox comprise the class of synthetic compounds termed the imidazolinone herbicides. These chemicals all feature an imidazolinone ring with a carboxylic acid group attached to the backbone. They vary in the attached ring structure. Imidazolinone herbicides kill plants by inhibiting acetohydroxy acid synthase (AHAS). AHAS is the first enzyme in the branched-chain amino acid pathway that leads to the synthesis of amino acids leucine, isoleucine, and valine. Crop varieties have been developed through conventional breeding that are resistant to these herbicides and are marketed by BASF under the Clearfield brand. History ...
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Imazaquin
Imazaquin is an imidazolinone herbicide, so named because it contains an imidazolinone core. This organic compound is used to control a broad spectrum of weed species. It is a colorless or white solid, although commercial samples can appear brown or tan. Imidazolinone herbicides Imazaquin along with imazamethabenz-methyl, imazapyr, imazapic, imazethapyr, and imazamox comprise the class of synthetic compounds termed the imidazolinone herbicides. These chemicals all feature an imidazolinone ring with a carboxylic acid group attached to the backbone. They vary in the attached ring structure. Imidazolinone herbicides kill plants by inhibiting acetohydroxy acid synthase (AHAS). AHAS is the first enzyme in the branched-chain amino acid pathway that leads to the synthesis of amino acids leucine, isoleucine, and valine. Crop varieties have been developed through conventional breeding that are resistant to these herbicides and are marketed by BASF under the Clearfield brand. History T ...
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Spiroxatrine
Spiroxatrine is a drug which acts as a selective antagonist at both the 5-HT1A receptor and the α2C adrenergic receptor. It is an analog of spiperone and also has some dopamine antagonist A dopamine antagonist, also known as an anti-dopaminergic and a dopamine receptor antagonist (DRA), is a type of drug which blocks dopamine receptors by receptor antagonism. Most antipsychotics are dopamine antagonists, and as such they have ... effects. References 5-HT1A antagonists Abandoned drugs Alpha-2 blockers Benzodioxans Dopamine antagonists Imidazolidinones Spiro compounds {{Nervous-system-drug-stub ...
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Spiperone
Spiperone (Spiroperidol; brand name: Spiropitan ( JP)) is a typical antipsychotic and research chemical belonging to the butyrophenone chemical class. It is licensed for clinical use in Japan as a treatment for schizophrenia. Additionally, spiperone was identified by compound screening to be an activator of Ca2+ activated Cl− channels (CaCCs), thus a potential target for therapy of cystic fibrosis. ''N''-Methylspiperone (NMSP) is a derivate of spiperone that is used to study the dopamine and serotonin neurotransmitter system. Labeled with the radioisotope carbon-11, it can be used for positron emission tomography. References {{Navboxes , title = Pharmacodynamics Pharmacodynamics (PD) is the study of the biochemical and physiologic effects of drugs (especially pharmaceutical drugs). The effects can include those manifested within animals (including humans), microorganisms, or combinations of organisms (fo ... , titlestyle = background:#ccccff , list1 = {{Adrenergi ...
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NNC 63-0532
NNC 63-0532 is a nociceptoid drug used in scientific research. It acts as a potent and selective agonist for the nociceptin receptor, also known as the ORL-1 ( opiate receptor-like 1) receptor. The function of this receptor is still poorly understood, but it is thought to have roles in many disorders such as pain, drug addiction, development of tolerance to opioid drugs, and psychological disorders such as anxiety and depression. Research into the function of this receptor is an important focus of current pharmaceutical A medication (also called medicament, medicine, pharmaceutical drug, medicinal drug or simply drug) is a drug used to diagnose, cure, treat, or prevent disease. Drug therapy (pharmacotherapy) is an important part of the medical field and re ... development, and selective agents such as NNC 63-0532 are essential for this work. References Opioids 1-Naphthyl compounds Piperidines Methyl esters Spiro compounds Imidazolidinones Nociceptin recept ...
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Emicerfont
Emicerfont (GW-876,008) is a drug developed by GlaxoSmithKline which acts as a CRF-1 antagonist. Corticotropin releasing factor (CRF), also known as Corticotropin releasing hormone, is an endogenous peptide hormone which is released in response to various triggers such as chronic stress, and activates the two corticotropin-releasing hormone receptors: CRF1 and CRF2. This then triggers the release of corticotropin (ACTH), another hormone which is involved in the physiological response to stress. Emicerfont blocks the CRF1 receptor, and so reduces ACTH release. It has been investigated for the treatment of irritable bowel syndrome (IBS) and alcoholism, and while it was not effective enough to be adopted for medical use in these applications, it continues to be used for research, as the role of the CRH-ACTH system in IBS remains poorly understood. See also * Corticotropin releasing hormone antagonists ** Antalarmin ** Pexacerfont ** Verucerfont Verucerfont (GSK-561,679) is a ...
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Imidapril
Imidapril (trade name Tanatril) is an ACE inhibitor used as an antihypertensive drug and for the treatment of chronic heart failure. It was patented in 1982 and approved for medical use in 1993. Contraindications Contraindications are hypersensitivity against ACE inhibitors, especially if it has resulted in angioedema; idiopathic or hereditary angioedema; kidney failure; the second and third trimesters in pregnancy; and combination with the drug aliskiren in people with diabetes. Adverse effects Common adverse effects are similar to other antihypertensive drugs and include headache, vertigo, and drowsiness. A dry cough is common as with all ACE inhibitors. Other possible adverse effects are described at ACE inhibitor#Adverse effects. Interactions No interaction studies have been conducted except with digoxin, which slightly decreases imidapril levels, possibly because it reduces its absorption from the gut. Other potential interactions are not well studied: Rifampicin re ...
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Azlocillin
Azlocillin is an acyl ampicillin antibiotic with an extended spectrum of activity and greater ''in vitro'' potency than the carboxy penicillins. Azlocillin is similar to mezlocillin and piperacillin. It demonstrates antibacterial activity against a broad spectrum of bacteria, including ''Pseudomonas aeruginosa'' and, in contrast to most cephalosporins, exhibits activity against enterococci. Spectrum of bacterial susceptibility Azlocillin is considered a broad spectrum antibiotic and can be used against a number of Gram positive and Gram negative bacteria. The following represents MIC susceptibility data for a few medically significant organisms. * ''Escherichia coli'' 1 μg/mL – 32 μg/mL * ''Haemophilus'' spp. 0.03 μg/mL – 2 μg/mL * ''Pseudomonas aeruginosa'' 4 μg/mL – 6.25 μg/mL Synthesis An interesting alternative synthesis of azlocillin involves activation of the substituted phenylglycine analogue 1 with 1,3-dimethyl-2-chloro-1-imidazolinium chloride (2) and ...
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Hetacillin
Hetacillin is a beta-lactam antibiotic that is part of the aminopenicillin family. It is a prodrug and has no antibacterial activity itself, but quickly splits off acetone in the human body to form ampicillin, which is active against a variety of bacteria. __TOC__ Administration Hetacillin can be administered orally. The potassium salt, hetacillin potassium, is administered by injection, either intravenously or intramuscularly. It is sold under the trade name Hetacin for intramammary injection in veterinary use. Hetacillin was withdrawn from the market for human use when the discovery was made that it had no advantages over ampicillin. Chemistry Hetacillin is prepared from ampicillin and acetone. In aqueous solutions it is unstable, with a half life of 15 to 30 minutes at and pH 7, quickly releasing acetone again. As opposed to ampicillin, hetacillin is only marginally broken down by the bacterial enzyme beta-lactamase, at least ''in vitro ''In vitro'' (meaning in gla ...
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Histidine
Histidine (symbol His or H) is an essential amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated –NH3+ form under biological conditions), a carboxylic acid group (which is in the deprotonated –COO− form under biological conditions), and an imidazole side chain (which is partially protonated), classifying it as a positively charged amino acid at physiological pH. Initially thought essential only for infants, it has now been shown in longer-term studies to be essential for adults also. It is encoded by the codons CAU and CAC. Histidine was first isolated by Albrecht Kossel and Sven Gustaf Hedin in 1896. It is also a precursor to histamine, a vital inflammatory agent in immune responses. The acyl radical is histidyl. Properties of the imidazole side chain The conjugate acid (protonated form) of the imidazole side chain in histidine has a p''K''a of approximately 6.0. Thus, below a pH of 6, the imidazole ring ...
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