Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H15N2O2 |
| Molecular Weight | 147.1957 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 1 |
SHOW SMILES / InChI
SMILES
C[N+](C)(C)CCOC(=N)O
InChI
InChIKey=VPJXQGSRWJZDOB-UHFFFAOYSA-O
InChI=1S/C6H14N2O2/c1-8(2,3)4-5-10-6(7)9/h4-5H2,1-3H3,(H-,7,9)/p+1
| Molecular Formula | C6H15N2O2 |
| Molecular Weight | 147.1957 |
| Charge | 1 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL220 |
6.0 mM [Kd] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Preventing | MIOSTAT Approved UseIntraocular use for obtaining miosis during surgery. In addition, MIOSTAT (carbachol intraocular solution, USP) reduces the intensity of intraocular pressure elevation in the first 24 hours after cataract surgery. Launch Date8.6486401E10 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Spasmolytic constituents of Cedrus deodara (Roxb.) Loud: pharmacological evaluation of himachalol. | 1975 Feb |
|
| Midbrain interaction with the hypothalamus in expression of aggressive behavior in cats. | 1977 |
|
| Muscarine- and carbachol-induced aggressions: fear and irritable kinds of aggressions. | 1977 Dec 28 |
|
| Evidence that a nigral gabaergic--cholinergic balance controls posture. | 1979 Jan 1 |
|
| [Effects of atropine and scopolamine on the aggressive behavior and convulsions induced by carbachol and eserine injected into the cerebral ventricles of the cat]. | 1980 |
|
| Seizures induced by carbachol, morphine, and leucine-enkephalin: a comparison. | 1983 Apr |
|
| Neuropharmacology of the parasitic trematode, Schistosoma mansoni. | 1983 Jan |
|
| Drug-induced modulation of locomotor hyperactivity induced by picrotoxin in nucleus accumbens. | 1984 Oct |
|
| Cardiovascular characterization of UL-FS 49, 1,3,4,5-tetrahydro-7,8-dimethoxy-3-[3-][2-(3,4-dimethoxyphenyl)ethyl] methylimino]propyl]-2H-3-benzazepin-2-on hydrochloride, a new "specific bradycardic agent". | 1984 Sep 3 |
|
| Cardiovascular effects of cholinergic agents in the ventral-lateral midbrain periaqueductal gray of the rat. | 1987 Dec |
|
| Novel 'soft' anticholinergic agents. | 1988 Feb |
|
| The effect of cholinergic stimulation in the nucleus accumbens on locomotor behavior. | 1988 Feb 16 |
|
| Anatomical analysis of frontal cortex sites at which carbachol induces motor seizures in the rat. | 1988 May |
|
| Renal function during onset of carbachol-induced hypertension in conscious rats. | 1990 |
|
| Studies on the development of tolerance and potential spinal neurotoxicity after chronic intrathecal carbachol-antinociception in the rat. | 1991 Feb |
|
| Susceptibility to seizures produced by chemical convulsants and maximal electric shock in rats after electrolytic lesions into the red nucleus. | 1992 Jan |
|
| Sites at which neuropeptide Y modulates parasympathetic control of heart rate in guinea pigs and rats. | 1992 May 1 |
|
| Myoclonic and tonic seizures elicited by microinjection of cholinergic drugs into the inferior colliculus. | 1999 Sep-Oct |
|
| Chick optic lobe contains a developmentally regulated alpha2alpha5beta2 nicotinic receptor subtype. | 2000 Aug |
|
| Focal microinjection of carbachol into the periaqueductal gray induces seizures in the forebrain of the rat. | 2000 Dec |
|
| Cardiovascular studies on different classes of soft drugs. | 2000 Mar |
|
| The role of endogenous human Trp4 in regulating carbachol-induced calcium oscillations in HEK-293 cells. | 2002 Apr 19 |
|
| The relationship between hippocampal acetylcholine release and cholinergic convulsant sensitivity in withdrawal seizure-prone and withdrawal seizure-resistant selected mouse lines. | 2002 Aug |
|
| Impaired parasympathetic heart rate control in mice with a reduction of functional G protein betagamma-subunits. | 2002 Feb |
|
| Physiological antagonism between ventricular beta 1-adrenoceptors and alpha 1-adrenoceptors but no evidence for beta 2- and beta 3-adrenoceptor function in murine heart. | 2002 May |
|
| Characterization of human alpha 4 beta 2-nicotinic acetylcholine receptors stably and heterologously expressed in native nicotinic receptor-null SH-EP1 human epithelial cells. | 2003 Dec |
|
| Critical role for NHE1 in intracellular pH regulation in pancreatic acinar cells. | 2003 Nov |
|
| Design, pharmacokinetic, and pharmacodynamic evaluation of a new class of soft anticholinergics. | 2003 Oct |
|
| Crucial role of histamine for regulation of gastric acid secretion ascertained by histidine decarboxylase-knockout mice. | 2003 Oct |
|
| Role of phospholipase D signaling in ethanol-induced inhibition of carbachol-stimulated DNA synthesis of 1321N1 astrocytoma cells. | 2004 Aug |
|
| Cyclic AMP/protein kinase a signal attenuates Ca(2+)-induced fibroblast growth factor-1 synthesis in rat cortical neurons. | 2004 Aug 15 |
|
| Regulation of antiprotease and antimicrobial protein secretion by airway submucosal gland serous cells. | 2004 Sep 10 |
|
| [Effects of carbachol on apoptosis of peripheral white blood cells and expression of cytokines in rats suffering from gut ischemia/reperfusion injury]. | 2005 Feb |
|
| Case report: acute unintentional carbachol intoxication. | 2006 |
|
| Roles of protein kinase C, Ca2+, Pyk2, and c-Src in agonist activation of rat lacrimal gland p42/p44 MAPK. | 2006 Aug |
|
| Muscarinic cholinoceptor activation modulates DNA synthesis and CD40 expression in fibroblast cells. | 2006 Jul |
|
| [Effects of carbachol on apoptosis of intestinal epithelial cells after gut ischemia/reperfusion in rat]. | 2007 Aug |
|
| Enhanced proliferation of SNU-407 human colon cancer cells by muscarinic acetylcholine receptors. | 2008 Nov 30 |
|
| Muscarinic receptors prevent oxidative stress-mediated apoptosis induced by domoic acid in mouse cerebellar granule cells. | 2009 Apr |
|
| Carbachol induces headache, but not migraine-like attacks, in patients with migraine without aura. | 2010 Mar |
|
| Zinc oxide nanoparticle disruption of store-operated calcium entry in a muscarinic receptor signaling pathway. | 2010 Oct |
|
| Molecular basis of inhibition of substrate hydrolysis by a ligand bound to the peripheral site of acetylcholinesterase. | 2010 Sep 6 |
|
| Characterisation of acetylcholinesterase release from neuronal cells. | 2013 Mar 25 |
Patents
Sample Use Guides
MIOSTAT (CARBACHOL INTRAOCULAR SOLUTION, USP) 0.01%
Aseptically remove the sterile vial from the blister package by peeling the backing paper and dropping the vial onto a sterile tray. Withdraw the contents into a dry sterile syringe, and replace the needle with an atraumatic cannula prior to intraocular instillation. No more than one-half milliliter should be gently instilled into the anterior chamber for the production of satisfactory miosis. It may be instilled before or after securing sutures. Miosis is usually maximal within two to five minutes after application.
Route of Administration:
Other
In the dose-course studies, carbachol showed significant increase in phosphorylation of MYPT1 at Thr696 (p-MYPT1) from concentrations of 15-100 μM based on Western blot results (p < 0.05, ANOVA test). In the time-course studies, treatment of cells with 15 μM of carbachol significantly enhanced the expression of p-MYPT1 from 3 to 15 h (p < 0.05, ANOVA test) and induced the expression of Rho A from 10 to 120 min (p < 0.05, ANOVA test).
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Jun 26 01:27:56 UTC 2021
by
admin
on
Sat Jun 26 01:27:56 UTC 2021
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| Record UNII |
54Z8M50D6Q
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| Record Status |
Validated (UNII)
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| Record Version |
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N0000175884
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N0000175369
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462-58-8
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DB00411
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2551
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1546387
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462-58-8
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54Z8M50D6Q
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SALT/SOLVATE -> PARENT |
