Determine the necessary mass, volume, or concentration for preparing a solution.
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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Pilocarpine HCl is a nonselective muscarinic acetylcholine receptor agonist used to produce an experimental model of epilepsy.
| Canonical Smiles | CCC1C(COC1=O)CC2=CN=CN2C.Cl |
|---|---|
| IUPAC Name | (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one;hydrochloride |
| InChIKey | RNAICSBVACLLGM-GNAZCLTHSA-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 |
| Isomeric SMILES | CC[C@H]1[C@H](COC1=O)CC2=CN=CN2C.Cl |
| WGK Germany | 3 |
| Molecular Weight | 244.72 |
| Beilstein | 4034491 |
| Reaxy-Rn | 4034491 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4034491&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Alkaloids and derivatives |
| Class | Not available |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Alkaloids and derivatives |
| Alternative Parents | N-substituted imidazoles Gamma butyrolactones Tetrahydrofurans Heteroaromatic compounds Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrochlorides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Alkaloid or derivatives - Gamma butyrolactone - N-substituted imidazole - Azole - Imidazole - Tetrahydrofuran - Heteroaromatic compound - Carboxylic acid ester - Lactone - Carboxylic acid derivative - Oxacycle - Azacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Organic oxygen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Carbonyl group - Organic oxide - Hydrochloride - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. |
| External Descriptors | Not available |
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| Melt Point(°C) | 202-205℃ |
|---|---|
| Molecular Weight | 244.720 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Exact Mass | 244.098 Da |
| Monoisotopic Mass | 244.098 Da |
| Topological Polar Surface Area | 44.100 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 245.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 2 |
| 1. Nan Miao, Yuanbo Zhan, Yingying Xu, Haoze Yuan, Chunlin Qin, Feng Lin, Xiaohua Xie, Sen Mu, Mengtong Yuan, Haibin Mu, Shouli Guo, Ying Li, Bin Zhang. (2019) Loss of Fam20c causes defects in the acinar and duct structure of salivary glands in mice. INTERNATIONAL JOURNAL OF MOLECULAR MEDICINE, 43 (5): (2103-2117). [PMID:30864688] [10.3892/ijmm.2019.4126] |
| 2. Zhang Jinghui, Qiao Nana, Ding Xiufang, Wang Jiwen. (2018) Disruption of the GluA2/GAPDH complex using TAT-GluA2NT1-3-2 peptide protects against AMPAR-mediated excitotoxicity after epilepsy. NEUROREPORT, 29 (5): (432). [PMID:29489588] [10.1097/WNR.0000000000000996] |
| 3. Baihui Zeng, Lina Xu, Guoliang Wang, Ruize Shi, Kerui Wang, Shurong Wang, Cheng Li. (2024) Distinctive small molecules blend: Promotes lacrimal gland epithelial cell proliferation in vitro and accelerates lacrimal gland injury repair in vivo. Ocular Surface, [PMID:39209152] [10.1016/j.jtos.2024.08.014] |
| 4. Dai Jie, Shen Hai-lin, Li Jia, Zhou Yong, Dong Zheng-xie, Zhu Xiang-yang. (2024) Gastrodin Attenuates Neuroinflammation and Injury in Young Rats with LiCl/Pilocarpine-Induced Status Epilepticus. BIOCHEMICAL GENETICS, [PMID:39570508] [10.1007/s10528-024-10971-7] |
| 5. Jiaying Lin, Fengjiao Bu, Dan Wu, Pin Jiang, Qingfeng He, Dongsheng Yang, Xiao Zhu, Yixue Wang, Xiaoqiang Xiang. (2024) Physiologically Based Pharmacokinetic Modeling and Clinical Extrapolation for Topical Application of Pilocarpine on Eyelids: A Comprehensive Study. JOURNAL OF PHARMACEUTICAL SCIENCES, [PMID:38857643] [10.1016/j.xphs.2024.06.004] |
| 6. Xingmei Chen, Lulu Wang, Qingfang Duan, Ziman Zheng, Yu Xue, Yinghui Feng, Yi Lu, Ji Liu. (2025) Integrated Hydrogel Optical Fiber Electronics with Mechanically Robust Interfaces Enable Simultaneous Electrophysiological Recording and Optogenetic Modulation. ADVANCED MATERIALS, [PMID:41307304] [10.1002/adma.202517771] |
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| 8. Jin-Fen Ma, Ting Xu, Hao-Xian Zhu, Xiao-Min Chen, Liang Li, Zhi-Bin Zhao, Liwei Lu, Yang Li, Zhe-Xiong Lian, Cai-Yue Gao. (2025) Identification of Pathogenic PD-1+CD8+ T Cells for Effective Chimeric Antigen Receptor Therapy in a Murine Model of Sjögren Disease. Arthritis & Rheumatology, [PMID:40026078] [10.1002/art.43144] |
| 9. Sun Hong, Liu GuoYan, Wu JiaWen, Yu Xin, Zhan ShuQin, Reng HongWei, Chen MengYing, Cheng YuXuan. (2025) Curcumin Prevents Neuronal Loss and Inhibits Development of Spontaneous Recurrent Seizures via the PPARγ/PTEN/Akt Pathway in Chronic Epilepsy. JOURNAL OF NEUROSCIENCE RESEARCH, 103 (7): (e70064). [PMID:40613145] [10.1002/jnr.70064] |
| 10. Penghui Cao, Shichuan Shen, Ziyan Fang, Junjie Tan, Jinwei Wang, Nannan Pan. (2025) Losartan attenuates depression-like behavior in epileptic rats by regulating the TGF-β/Smad signaling. IBRO Neuroscience Reports, [PMID:41458176] [10.1016/j.ibneur.2025.12.003] |
| 11. Lin Yang, Zhang Kun, Zhang Meijie, Yin Lida, Liu Zhixin, Meng Yanru, Li Yue, Meng Jinhui, Yin Xueyong, Wang Liping. (2026) Analysis of Serum VCAN-AS1 Expression Level in Patients with Cerebral Infarction Secondary Epilepsy and Its Mechanism by Regulating miR-885-3p/NTNG1. NEUROCHEMICAL RESEARCH, 51 (2): (94). [PMID:] [10.1007/s11064-026-04697-8] |