U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H15NO
Molecular Weight 165.2322
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAP-226-90

SMILES

C[C@H](N(C)C)C1=CC=CC(O)=C1

InChI

InChIKey=GQZXRLWUYONVCP-QMMMGPOBSA-N
InChI=1S/C10H15NO/c1-8(11(2)3)9-5-4-6-10(12)7-9/h4-8,12H,1-3H3/t8-/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H15NO
Molecular Weight 165.2322
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Spectrophotometric and spectrodensitometric methods for the determination of rivastigmine hydrogen tartrate in presence of its degradation product.
2010-05
Simultaneous determination of galantamine, rivastigmine and NAP 226-90 in plasma by MEKC and its application in Alzheimer's disease.
2009-02
Pharmacokinetics and bioavailability of the novel rivastigmine transdermal patch versus rivastigmine oral solution in healthy elderly subjects.
2008-02
Pharmacokinetics and pharmacodynamics of the novel daily rivastigmine transdermal patch compared with twice-daily capsules in Alzheimer's disease patients.
2008-01
Steady-state pharmacokinetics of rivastigmine in patients with mild to moderate Alzheimer's disease not affected by co-administration of memantine: an open-label, crossover, single-centre study.
2008
[Synthesis of S-(+)-rivastigmine hydrogentartrate].
2007-02
A simple and sensitive assay for the quantitative analysis of rivastigmine and its metabolite NAP 226-90 in human EDTA plasma using coupled liquid chromatography and tandem mass spectrometry.
2006
A stability indicating LC method for rivastigmine hydrogen tartrate.
2005-02-07
A simple, rapid and sensitive method for simultaneous determination of rivastigmine and its major metabolite NAP 226-90 in rat brain and plasma by reversed-phase liquid chromatography coupled to electrospray ionization mass spectrometry.
2004-04
Kinetic and structural studies on the interaction of cholinesterases with the anti-Alzheimer drug rivastigmine.
2002-03-19
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 22:01:57 GMT 2025
Edited
by admin
on Mon Mar 31 22:01:57 GMT 2025
Record UNII
1608PLR9ZO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RIVASTIGMINE RELATED COMPOUND C
USP-RS  
Preferred Name English
NAP-226-90
Common Name English
RIVASTIGMINE RELATED COMPOUND C [USP IMPURITY]
Common Name English
RIVASTIGMINE HYDROGEN TARTRATE IMPURITY A [EP IMPURITY]
Common Name English
PHENOL, 3-((1S)-1-(DIMETHYLAMINO)ETHYL)-
Systematic Name English
(-)-3-((1S)-1-(DIMETHYLAMINO)ETHYL)PHENOL
Systematic Name English
3-((1S)-1-(DIMETHYLAMINO)ETHYL)PHENOL
Systematic Name English
RIVASTIGMINE IMPURITY A [EP IMPURITY]
Common Name English
RIVASTIGMINE TARTRATE IMPURITY, PHENOL IMPURITY- [USP IMPURITY]
Common Name English
RIVASTIGMINE RELATED COMPOUND C [USP-RS]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID60161005
Created by admin on Mon Mar 31 22:01:57 GMT 2025 , Edited by admin on Mon Mar 31 22:01:57 GMT 2025
PRIMARY
RS_ITEM_NUM
1604811
Created by admin on Mon Mar 31 22:01:57 GMT 2025 , Edited by admin on Mon Mar 31 22:01:57 GMT 2025
PRIMARY
CAS
139306-10-8
Created by admin on Mon Mar 31 22:01:57 GMT 2025 , Edited by admin on Mon Mar 31 22:01:57 GMT 2025
PRIMARY
FDA UNII
1608PLR9ZO
Created by admin on Mon Mar 31 22:01:57 GMT 2025 , Edited by admin on Mon Mar 31 22:01:57 GMT 2025
PRIMARY
DRUG BANK
DB04556
Created by admin on Mon Mar 31 22:01:57 GMT 2025 , Edited by admin on Mon Mar 31 22:01:57 GMT 2025
PRIMARY
PUBCHEM
445892
Created by admin on Mon Mar 31 22:01:57 GMT 2025 , Edited by admin on Mon Mar 31 22:01:57 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY