Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C11H16N2O2.ClH |
| Molecular Weight | 244.718 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CC[C@@H]1[C@@H](CC2=CN=CN2C)COC1=O
InChI
InChIKey=RNAICSBVACLLGM-KXNXZCPBSA-N
InChI=1S/C11H16N2O2.ClH/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2;/h5,7-8,10H,3-4,6H2,1-2H3;1H/t8-,10+;/m0./s1
Isopilocarpine is a diastereomer of pilocarpine. Isopilocarpine coexists with pilocarpine in nature and is also a degradation product of pilocarpine after oral administration to humans. It can be found in the leaves of some Pilocarpus species. Pilocarpine targets the muscarinic receptors and is approved for treatment of xerostomia. Isopilocarpine is often present in formulations of pilocarpine but has no appreciable effect on muscarinic receptors.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Norepinephrine in treatment of ocular hypertension and glaucoma. | 1975 Mar |
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| [The effect of physiological and extreme irritants on zinc metabolism in pancreatic islets and hippocampus cells]. | 2001 |
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| Synchronized feeding as a "conditioned stimulus" for overt seizures in chronically (limbic) epileptic rats: a model for "psychogenic seizures" with complex partial epilepsy. | 2001 |
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| A new medication for treatment of dry mouth in Sjögren's syndrome. | 2001 Apr |
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| Immediate diode laser peripheral iridoplasty as treatment of acute attack of primary angle closure glaucoma: a preliminary study. | 2001 Apr |
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| 2-chloro-N(6)-cyclopentyladenosine-elicited attenuation of evoked glutamate release is not sufficient to give complete protection against pilocarpine-induced seizures in rats. | 2001 Apr |
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| Impaired neurotransmitter release from lacrimal and salivary gland nerves of a murine model of Sjögren's syndrome. | 2001 Apr |
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| Stress response to surgical procedures in the submandibular region and its influence on salivary secretion in mice. | 2001 Apr |
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| Adenosine A2A receptor knockout mice are partially protected against drug-induced catalepsy. | 2001 Apr 17 |
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| Exploring the potential for subtype-selective muscarinic agonists in glaucoma. | 2001 Apr 27 |
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| Neostriatal muscarinic receptor subtypes involved in the generation of tremulous jaw movements in rodents implications for cholinergic involvement in parkinsonism. | 2001 Apr 27 |
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| Alteration of cardiovascular and neuronal function in M1 knockout mice. | 2001 Apr 27 |
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| The effect of pilocarpine on salivary constituents in patients with chronic graft-versus-host disease. | 2001 Aug |
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| Beta-adrenergic blocker therapy and the trabecular meshwork. | 2001 Feb |
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| Randomized double blind, placebo-controlled study of pilocarpine administered during head and neck irradiation to reduce xerostomia. | 2001 Feb |
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| Brief successive temporal observational sampling as a possible indicator of daily overt seizure activity in epileptic rats. | 2001 Feb |
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| The acute effect of pilocarpine on pulsatile ocular blood flow in ocular hypertension. | 2001 Feb |
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| Twenty-four hour intraocular pressure reduction with latanoprost compared with pilocarpine as third-line therapy in exfoliation glaucoma. | 2001 Feb |
|
| Normalization of spatial learning despite brain damage in rats receiving ketamine after seizure-induction: evidence for the neuromatrix. | 2001 Feb |
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| An animal model of nonconvulsive status epilepticus: a contribution to clinical controversies. | 2001 Feb |
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| Do recurrent febrile convulsions decrease the threshold for pilocarpine-induced seizures? Effects of nitric oxide. | 2001 Feb 28 |
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| Protection by selenium of lead-acetate-induced alterations on rat submandibular gland function. | 2001 Jan |
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| [Dry mouth]. | 2001 Jan 31 |
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| Reliable measurement of mouse intraocular pressure by a servo-null micropipette system. | 2001 Jul |
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| Prophylactic effects of pilocarpine hydrochloride on xerostomia models induced by X-ray irradiation in rats. | 2001 Jul |
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| Poly(2-hydroxyethyl methacrylate) film as a drug delivery system for pilocarpine. | 2001 Jul |
|
| Defective fluid secretion and NaCl absorption in the parotid glands of Na+/H+ exchanger-deficient mice. | 2001 Jul 20 |
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| Evaluation of spontaneous contamination of ocular medications. | 2001 Jul-Aug |
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| Activity-induced expression of common reference genes in individual cns neurons. | 2001 Jun |
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| Salivary scintigraphy for assessing the protective effect of pilocarpine in head and neck irradiated tumours. | 2001 Jun |
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| Potential mechanism for the additivity of pilocarpine and latanoprost. | 2001 Jun |
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| Behavioral and electroencephalographic analysis of seizures induced by intrahippocampal injection of granulitoxin, a neurotoxic peptide from the sea anemone Bunodosoma granulifera. | 2001 Jun |
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| Acupuncture for pilocarpine-resistant xerostomia following radiotherapy for head and neck malignancies. | 2001 Jun 1 |
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| Modulators with convergent cellular actions elicit distinct circuit outputs. | 2001 Jun 1 |
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| Agonistic behavior in groups of limbic epileptic male rats: pattern of brain damage and moderating effects from normal rats. | 2001 Jun 29 |
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| Salivary acinar cells from aquaporin 5-deficient mice have decreased membrane water permeability and altered cell volume regulation. | 2001 Jun 29 |
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| Long-term alteration of calcium homeostatic mechanisms in the pilocarpine model of temporal lobe epilepsy. | 2001 Jun 8 |
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| Normal spatial memory following postseizure treatment with ketamine: selective damage attenuates memory deficits in brain-damaged rodents. | 2001 Mar |
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| Cocaine abuse, generalized myasthenia, complete external ophthalmoplegia, and pseudotonic pupil. | 2001 Mar |
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| Brain-derived neurotrophic factor superinduction parallels anti-epileptic--neuroprotective treatment in the pilocarpine epilepsy model. | 2001 Mar |
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| Reduced excitatory drive onto interneurons in the dentate gyrus after status epilepticus. | 2001 Mar 15 |
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| Lithium does not synergize the peripheral action of cholinomimetics as seen in the central nervous system. | 2001 Mar 23 |
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| In vivo evaluation of submicron emulsions with pilocarpine: the effect of pH and chemical form of the drug. | 2001 Mar-Apr |
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| Amino acid derivatives with anticonvulsant activity. | 2001 May |
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| Function of pulmonary neuronal M(2) muscarinic receptors in stable chronic obstructive pulmonary disease. | 2001 May |
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| Lack of effect of mossy fiber-released zinc on granule cell GABA(A) receptors in the pilocarpine model of epilepsy. | 2001 May |
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| Diurnal variation in pilocarpine-induced generalized tonic-clonic seizure activity. | 2001 May |
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| Calculation of the uncertainty in complication probability for various dose-response models, applied to the parotid gland. | 2001 May 1 |
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| Status epilepticus causes necrotic damage in the mediodorsal nucleus of the thalamus in immature rats. | 2001 May 15 |
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| Loss of vesicular zinc and appearance of perikaryal zinc after seizures induced by pilocarpine. | 2001 May 25 |
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5NX545O53Z
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10285971
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117178
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249-338-2
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28958-85-2
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD
