Basic information
- CAS
85606-97-9- Standard SMILES
O=C1NCCNC1c1cccs1- InChIKey
BBACKDMGYMXYLE-UHFFFAOYSA-N- Molecular formula
- C8H10N2OS
- Average molar mass
- 182.25 g/mol
- Monoisotopic mass
- 182.05138412
Overview
Tenilsetam is an organic molecular entity.
Names & identifiers
- Preferred name
- Tenilsetam
- IUPAC
- 3-thiophen-2-ylpiperazin-2-one
- English name
- Piperazinone, 3-(2-thienyl)- (9CI)
- Molecular formula
- C8H10N2OS
- Molecular weight
- 182.24
Names & synonyms
Tenilsetam86696-86-8TenilsetamumCAS-997O4Q7XM74N63-(2-Thienyl)piperazinoneCAS997RefChem:1878433-(thiophen-2-yl)piperazin-2-one3-thiophen-2-ylpiperazin-2-one3-(2-thienyl)piperazin-2-oneTenilsetam [INN]
Show more names
3-(2-thienyl)- (9CI)Tenilsetam/PiperazinoneTenilsetam, 10 mM in DMSO3-(2-Thienyl)-2-piperazinone2-Piperazinone, 3-(2-thienyl)-Piperazinone, 3-(2-thienyl)- (9CI)Tenilsetam - PAS 997 | CAS 997 | HR 029Piperazinone, 3-(2-thienyl)- (9CI) USP/EP/BP
CAS 9973-THIOPHEN-2-YL-PIPERAZIN-2-ONE85606-97-9Tenilsetamum [Latin]UNII-O4Q7XM74N6BBACKDMGYMXYLE-UHFFFAOYSA-NDTXSID701006187MLS006010413
Database identifiers
- CAS
85606-97-9、86696-86-8- PubChem CID
- 65649
- DTXSID
DTXSID701006187- ChEMBL
CHEMBL2104853- ChEBI
CHEBI:232422- UNII
- O4Q7XM74N6
- EC Number
- 978-346-5
- Nikkaji
- J330.845F
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 69.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 186
Physicochemical properties
- Density
- 1.225 · 1.225
- InChI
- InChI=1S/C8H10N2OS/c11-8-7(9-3-4-10-8)6-2-1-5-12-6/h1-2,5,7,9H,3-4H2,(H,10,11)
- InChIKey
- BBACKDMGYMXYLE-UHFFFAOYSA-N
- SMILES
- N1CCNC(C2SC=CC=2)C1=O
- FDA UNII
- 4 Q7XM74N6 · O4Q7XM74N6
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Chemistry & industry
Applications
DescriptionTenilsetam ((+/-)-3-(2-thienyl)-2-piperazinone; Piperazinone, 3-(2-thienyl)- (9CI)), a cognition-enhancing drug successfully used for the treatment of patients suffering from Alzheimer's disease, when included in the Maillard reaction inhibits protein crosslinking by AGEs in vitro. According to the mechanism proposed, Tenilsetam acts via covalent attachment to glycated proteins, thus blocking the reactive sites for further polymerisation reactions. A beneficial effect of Tenilsetam in Alzheimer's disease could come from the interference with AGE-derived crosslinking of amyloid plaques and a decreased inflammatory response by diminished activation of phagocytosing microglia[1].
UsesTenilsetam (CAS 997) is an antidementia compound. Tenilsetam is an advanced glycation end product (AGE) inhibitor. Tenilsetam inhibits early retinopathy in experimental diabetes rats[1][2].
Related reactions
8 records
Compound notes
Loading…