(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one;hydron;chloride
Basic information
- CAS
54-71-7- Standard SMILES
CC[C@@H]1C(=O)OC[C@@H]1Cc1cncn1C.[Cl-].[H+]- InChIKey
RNAICSBVACLLGM-GNAZCLTHSA-N- Molecular formula
- C11H17ClN2O2
- Average molar mass
- 244.72 g/mol
- Monoisotopic mass
- 244.0978555
Overview
See also: Pilocarpine Hydrochloride (preferred); Pilocarpine (has active moiety); Pilocarpine Nitrate (related) ... View More ...
Names & identifiers
- Preferred name
- (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one;hydron;chloride
- IUPAC
- (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one;hydron;chloride
- English name
- (+)-Pilocarpine hydrochloride
- Molecular formula
- C11H17ClN2O2
- Molecular weight
- 244.72
Names & synonyms
SCHEMBL1286081PILOCARPINE HCLPILOCARPINE HYDROCHLORIDE(3S,4R)-4,5-DIHYDRO-3-ETHYL-4-(1-METHYL-1H-IMIDAZOL-5-YLMETHYL)-2(3H)-FURANONE HYDROCHLORIDESalagenSanpilopilocarpilocel(3S,4R)-Akarpineami-pilo
Database identifiers
- CAS
54-71-7- PubChem CID
- 657364
Properties
Computed structural properties
- Topological polar surface area
- 44.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 245
Physicochemical properties
- Melting point
- 202 · 202-205 °C(lit.)
- alpha
- 89 · 89 º (C=5, H2O)
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: 100 mg/mL
- form
- powder
- color
- white
- optical activity
- 91.7 · +91.7 (H2O)
- Water Solubility
- soluble
- Sensitive
- Hygroscopic
- Merck
- 14 · 14,7424
- BRN
- 4034491 · 4034491
- Stability
- Hygroscopic
- Major Application
- forensics and toxicologyveterinary
- 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
- InChIKey
- RNAICSBVACLLGM-GNAZCLTHSA-N
- SMILES
- Cl.CC[C@H]1[C@H](COC1=O)Cc2cncn2C
- LogP
- -0.095 · -0.095 (est)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 3-8-10
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- TK1450000
- ridadr
- UN 1544 6.1/PG 3
- hs_code
- 29399990
- risk_code
- 26/28-25-23
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T+,T
- safety_code
- 25-45
- hazard_class
- 6.1
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- packing_group
- III
- Hazard statements
- H300+H330
- Hazard Classifications
- Acute Tox. 2 InhalationAcute Tox. 2 Oral
- Precautionary statements
- P301+P310+P330-P304+P340+P310
Chemistry & industry
Applications
DescriptionIt is a bioactive chemical usually used as pharmaceutical agents such as acetylcholine receptor agonist, antiglaucoma agent, moitic, and sialogogue. Specifically, due to its desirable activity as acetylcholine receptor agonist, this chemical has been introduced to regulate muscarinic acetylcholine receptor function in acetylcholinesterase knockout mice.1 Moreover, because of its good antiglaucoma effect, this substance is applied in a timolol plus maximum-tolerated antiglaucoma therapy.2 In addition, this chemical has been demonstrated to show a favourable miotic activity when incorporated into polymer capsules.3 Besides, this compound can be utilized to relieve the xerostomia due to chronic graft-versus-host disease or total-body irradiation after bone-marrow transplantation for hematologic malignancies.4
UsesAntiglaucoma agent; miotic; sialogogue.
Uses(+)-Pilocarpine hydrochloride is a muscarinic M1 and M2 acetylcholine receptor agonist with pKB values of 5 and 3.7, respectively. Systemic administration of (+)-Pilocarpine hydrochloride is typically used as an animal model for temporal lobe epilepsy and can mimic the generation of complex partial seizures by producing changes in hippocampal neuron morphology, membrane properties, and synaptic responses.
General DescriptionPilocarpine monohydrochlorideis the hydrochloride of an alkaloid obtainedfrom the dried leaflets of Pilocarpus jaborandi or P. microphyllus,in which it occurs to the extent of about 0.5% togetherwith other alkaloids.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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