Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C11H16N2O2 |
| Molecular Weight | 208.2569 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@@H]1[C@@H](CC2=CN=CN2C)COC1=O
InChI
InChIKey=QCHFTSOMWOSFHM-WCBMZHEXSA-N
InChI=1S/C11H16N2O2/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/t8-,10+/m0/s1
| Molecular Formula | C11H16N2O2 |
| Molecular Weight | 208.2569 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
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 |
|---|---|---|
| The effect of pilocarpine on salivary constituents in patients with chronic graft-versus-host disease. | 2001-08 |
|
| Defective fluid secretion and NaCl absorption in the parotid glands of Na+/H+ exchanger-deficient mice. | 2001-07-20 |
|
| Reliable measurement of mouse intraocular pressure by a servo-null micropipette system. | 2001-07 |
|
| Prophylactic effects of pilocarpine hydrochloride on xerostomia models induced by X-ray irradiation in rats. | 2001-07 |
|
| Poly(2-hydroxyethyl methacrylate) film as a drug delivery system for pilocarpine. | 2001-07 |
|
| Agonistic behavior in groups of limbic epileptic male rats: pattern of brain damage and moderating effects from normal rats. | 2001-06-29 |
|
| Salivary acinar cells from aquaporin 5-deficient mice have decreased membrane water permeability and altered cell volume regulation. | 2001-06-29 |
|
| Evaluation of spontaneous contamination of ocular medications. | 2001-06-16 |
|
| Long-term alteration of calcium homeostatic mechanisms in the pilocarpine model of temporal lobe epilepsy. | 2001-06-08 |
|
| Acupuncture for pilocarpine-resistant xerostomia following radiotherapy for head and neck malignancies. | 2001-06-01 |
|
| Modulators with convergent cellular actions elicit distinct circuit outputs. | 2001-06-01 |
|
| Activity-induced expression of common reference genes in individual cns neurons. | 2001-06 |
|
| Salivary scintigraphy for assessing the protective effect of pilocarpine in head and neck irradiated tumours. | 2001-06 |
|
| Potential mechanism for the additivity of pilocarpine and latanoprost. | 2001-06 |
|
| Behavioral and electroencephalographic analysis of seizures induced by intrahippocampal injection of granulitoxin, a neurotoxic peptide from the sea anemone Bunodosoma granulifera. | 2001-06 |
|
| Loss of vesicular zinc and appearance of perikaryal zinc after seizures induced by pilocarpine. | 2001-05-25 |
|
| Status epilepticus causes necrotic damage in the mediodorsal nucleus of the thalamus in immature rats. | 2001-05-15 |
|
| Calculation of the uncertainty in complication probability for various dose-response models, applied to the parotid gland. | 2001-05-01 |
|
| Amino acid derivatives with anticonvulsant activity. | 2001-05 |
|
| Function of pulmonary neuronal M(2) muscarinic receptors in stable chronic obstructive pulmonary disease. | 2001-05 |
|
| Lack of effect of mossy fiber-released zinc on granule cell GABA(A) receptors in the pilocarpine model of epilepsy. | 2001-05 |
|
| Diurnal variation in pilocarpine-induced generalized tonic-clonic seizure activity. | 2001-05 |
|
| Exploring the potential for subtype-selective muscarinic agonists in glaucoma. | 2001-04-27 |
|
| Neostriatal muscarinic receptor subtypes involved in the generation of tremulous jaw movements in rodents implications for cholinergic involvement in parkinsonism. | 2001-04-27 |
|
| Alteration of cardiovascular and neuronal function in M1 knockout mice. | 2001-04-27 |
|
| Adenosine A2A receptor knockout mice are partially protected against drug-induced catalepsy. | 2001-04-17 |
|
| Initiation of network bursts by Ca2+-dependent intrinsic bursting in the rat pilocarpine model of temporal lobe epilepsy. | 2001-04-01 |
|
| A new medication for treatment of dry mouth in Sjögren's syndrome. | 2001-04 |
|
| Immediate diode laser peripheral iridoplasty as treatment of acute attack of primary angle closure glaucoma: a preliminary study. | 2001-04 |
|
| 2-chloro-N(6)-cyclopentyladenosine-elicited attenuation of evoked glutamate release is not sufficient to give complete protection against pilocarpine-induced seizures in rats. | 2001-04 |
|
| Alkaline phosphatase activity in whitefly salivary glands and saliva. | 2001-04 |
|
| Impaired neurotransmitter release from lacrimal and salivary gland nerves of a murine model of Sjögren's syndrome. | 2001-04 |
|
| Stress response to surgical procedures in the submandibular region and its influence on salivary secretion in mice. | 2001-04 |
|
| Lithium does not synergize the peripheral action of cholinomimetics as seen in the central nervous system. | 2001-03-23 |
|
| In vivo evaluation of submicron emulsions with pilocarpine: the effect of pH and chemical form of the drug. | 2001-03-20 |
|
| Normal spatial memory following postseizure treatment with ketamine: selective damage attenuates memory deficits in brain-damaged rodents. | 2001-03 |
|
| Cocaine abuse, generalized myasthenia, complete external ophthalmoplegia, and pseudotonic pupil. | 2001-03 |
|
| Brain-derived neurotrophic factor superinduction parallels anti-epileptic--neuroprotective treatment in the pilocarpine epilepsy model. | 2001-03 |
|
| Do recurrent febrile convulsions decrease the threshold for pilocarpine-induced seizures? Effects of nitric oxide. | 2001-02-28 |
|
| Beta-adrenergic blocker therapy and the trabecular meshwork. | 2001-02 |
|
| Randomized double blind, placebo-controlled study of pilocarpine administered during head and neck irradiation to reduce xerostomia. | 2001-02 |
|
| Brief successive temporal observational sampling as a possible indicator of daily overt seizure activity in epileptic rats. | 2001-02 |
|
| The acute effect of pilocarpine on pulsatile ocular blood flow in ocular hypertension. | 2001-02 |
|
| Twenty-four hour intraocular pressure reduction with latanoprost compared with pilocarpine as third-line therapy in exfoliation glaucoma. | 2001-02 |
|
| Normalization of spatial learning despite brain damage in rats receiving ketamine after seizure-induction: evidence for the neuromatrix. | 2001-02 |
|
| [Dry mouth]. | 2001-01-31 |
|
| Protection by selenium of lead-acetate-induced alterations on rat submandibular gland function. | 2001-01 |
|
| [The effect of physiological and extreme irritants on zinc metabolism in pancreatic islets and hippocampus cells]. | 2001 |
|
| Synchronized feeding as a "conditioned stimulus" for overt seizures in chronically (limbic) epileptic rats: a model for "psychogenic seizures" with complex partial epilepsy. | 2001 |
|
| Norepinephrine in treatment of ocular hypertension and glaucoma. | 1975-03 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:04:12 GMT 2025
by
admin
on
Mon Mar 31 22:04:12 GMT 2025
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| Record UNII |
J9UV7D2OI9
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| Record Status |
Validated (UNII)
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| Record Version |
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208-506-5
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91468
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531-35-1
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DTXSID701316166
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J9UV7D2OI9
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39458
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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PARENT -> IMPURITY | |||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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