Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H15N2O2 |
| Molecular Weight | 147.1955 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 1 |
| 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
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 Date1972 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Avoidance learning: long-lasting deficits after temporal lobe seizure. | 1969 Dec 12 |
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| Sustained atrial fibrillation induced by carbachol, methacholine and bethanechol. | 1971 Apr |
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| Spasmolytic constituents of Cedrus deodara (Roxb.) Loud: pharmacological evaluation of himachalol. | 1975 Feb |
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| Midbrain interaction with the hypothalamus in expression of aggressive behavior in cats. | 1977 |
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| Muscarine- and carbachol-induced aggressions: fear and irritable kinds of aggressions. | 1977 Dec 28 |
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| 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 |
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| Seizures induced by carbachol, morphine, and leucine-enkephalin: a comparison. | 1983 Apr |
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| 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 |
|
| Subclassification of muscarinic receptors in the heart, urinary bladder and sympathetic ganglia in the pithed rat. Selectivity of some classical agonists. | 1985 Dec |
|
| A crucial epileptogenic site in the deep prepiriform cortex. | 1985 Oct 17-23 |
|
| Cholinergic induction of seizures in the rat prefrontal cortex. | 1986 Jun 23 |
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| Neuropeptide Y and calcitonin gene-related peptide: effects on glucagon and insulin secretion in the mouse. | 1987 |
|
| Cardiovascular effects of cholinergic agents in the ventral-lateral midbrain periaqueductal gray of the rat. | 1987 Dec |
|
| Spinal cholinergic neurons and the expression of morphine withdrawal symptoms in the rat. | 1987 Mar |
|
| 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 |
|
| Plasma catecholamines and alpha 1-adrenoceptor function in hemodialysis-associated hypotension. | 1990 |
|
| Catalepsy induced by carbachol microinjected into the pontine reticular formation of rats. | 1990 Jul 31 |
|
| Dopaminergic drugs influence the intensity of catalepsy induced by microinjections of carbachol into the reticular formation. | 1990 Nov 13 |
|
| Studies on the development of tolerance and potential spinal neurotoxicity after chronic intrathecal carbachol-antinociception in the rat. | 1991 Feb |
|
| Similarities between the akinesia induced by carbachol microinjections into the pontine reticular formation and neuroleptic catalepsy. | 1992 |
|
| Sites at which neuropeptide Y modulates parasympathetic control of heart rate in guinea pigs and rats. | 1992 May 1 |
|
| Impaired gastric secretion and lack of trophic responses to hypergastrinemia in M3 muscarinic receptor knockout mice. | 2003 Dec |
|
| 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 |
|
| 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 |
|
| Metoclopramide causes airway smooth muscle relaxation through inhibition of muscarinic M3 receptor in the rat trachea. | 2004 May |
|
| TNF-alpha hyperpolarizes membrane potential and potentiates the response to nicotinic receptor stimulation in cultured rat myenteric neurones. | 2004 May |
|
| 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 |
|
| Neuronal nitric oxide synthase activity in rat urinary bladder detrusor: participation in M3 and M4 muscarinic receptor function. | 2005 Jul |
|
| Testosterone and progesterone rapidly attenuate plasma membrane Gbetagamma-mediated signaling in Xenopus laevis oocytes by signaling through classical steroid receptors. | 2007 Jan |
|
| Endogenous RGS proteins modulate SA and AV nodal functions in isolated heart: implications for sick sinus syndrome and AV block. | 2007 May |
|
| Myosin light chain kinase-independent inhibition by ML-9 of murine TRPC6 channels expressed in HEK293 cells. | 2007 Sep |
|
| A novel assay of Gi/o-linked G protein-coupled receptor coupling to potassium channels provides new insights into the pharmacology of the group III metabotropic glutamate receptors. | 2008 Apr |
|
| Prediction of functionally selective allosteric interactions at an M3 muscarinic acetylcholine receptor mutant using Saccharomyces cerevisiae. | 2010 Aug |
|
| Aggravation of seizure-associated microvascular injuries by ibuprofen may involve multiple pathways. | 2010 Dec |
|
| Structural and functional effects of developmental exposure to ethanol on the zebrafish heart. | 2010 Jun |
|
| The validation of an in vitro colonic motility assay as a biomarker for gastrointestinal adverse drug reactions. | 2010 Jun 15 |
|
| 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 |
|
| Antispasmodic effects of eugenol on rat airway smooth muscle. | 2011 Dec |
|
| TRPC5 channel sensitivities to antioxidants and hydroxylated stilbenes. | 2011 Feb 18 |
|
| Interaction of bispyridinium compounds with the orthosteric binding site of human α7 and Torpedo californica nicotinic acetylcholine receptors (nAChRs). | 2011 Sep 25 |
|
| 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).
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N0000175884
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N0000175369
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DTXSID0048397
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DB00411
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2551
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54Z8M50D6Q
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1546387
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462-58-8
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54Z8M50D6Q
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SALT/SOLVATE (PARENT)
SUBSTANCE RECORD
