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L-(+)-tartaric acid; rivastigmine

HCID 77990
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Basic information

CAS
129101-54-8
Standard SMILES
CCN(C)C(=O)Oc1cccc([C@H](C)N(C)C)c1.O=C(O)[C@@H](O)[C@H](O)C(=O)O
InChIKey
GWHQHAUAXRMMOT-RWALOXMOSA-N
Molecular formula
C18H28N2O8
Average molar mass
400.4 g/mol
Monoisotopic mass
400.18456586

Names & identifiers

Preferred name
L-(+)-tartaric acid; rivastigmine
IUPAC
(2S,3S)-2,3-dihydroxybutanedioic acid;[3-[(1S)-1-(dimethylamino)ethyl]phenyl] N-ethyl-N-methylcarbamate
English name
Rivastigmine tartrate
Molecular formula
C18H28N2O8
Molecular weight
400.42

Names & synonyms

CAS-129101-54-8CHEMBL3187096L-(+)-tartaric acid; rivastigmineTox21_112528AKOS025149495Tox21_112528_1NCGC00167531-02NCGC00167531-14ST110910(2S,3S)-2,3-Dihydroxybutanedioic acid--3-[(1S)-1-(dimethylamino)ethyl]phenyl ethyl(methyl)carbamate (1/1)RivastigMine BitartrateCS-118
Show more names
ENA-713SDZ-ENA 713Rivastigmine tartrateRivastigimine tartrateS-Rivastigmine tartraterivastigMine ditartrateRivastigMine L-TartrateRivastigmine-d6 tartarate

Database identifiers

CAS
129101-54-8
PubChem CID
77990
DTXSID
DTXSID8047840
ChEMBL
CHEMBL3187096

Properties

Computed structural properties

Topological polar surface area
148 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
9
Rotatable bonds
8
Heavy atoms
28
Formal charge
0
Complexity
402

Physicochemical properties

Melting point
123 · 123-1250C
alpha
20 · D20 +4.7° (c = 5 in ethanol)
storage temp.
2 · 2-8°C
solubility
2 O: · H2O: soluble15mg/mL, clear
form
powder
color
white to beige
optical activity
3.5 ° · 3.50°(C=0.01g/mL, MEOH, 589nm)
Water Solubility
2 O: · H2O: 15mg/mL, clear
InChI
InChI=1/C14H22N2O2.C4H6O6/c1-6-16(5)14(17)18-13-9-7-8-12(10-13)11(2)15(3)4;5-1(3(7)8)2(6)4(9)10/h7-11H,6H2,1-5H3;1-2,5-6H,(H,7,8)(H,9,10)/t11-;1-,2-/s3
InChIKey
GWHQHAUAXRMMOT-AAUFCPPMNA-N
SMILES
C1(=CC=CC([C@H](C)N(C)C)=C1)OC(=O)N(C)CC.[C@H](O)(C(=O)O)[C@@H](O)C(=O)O |&1:5,18,23,r|
CAS DataBase Reference
129101 · 129101-54-8(CAS DataBase Reference)
FDA UNII
9 IY2357JPE · 9IY2357JPE
NCI Drug Dictionary
rivastigmine tartrate
UNSPSC Code
41116107 · 41116107

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

wgk
3
rtecs
FA9550000
ridadr
UN 2811 6.1 / PGII
hs_code
29242990
Signal word
Danger
Symbol(GHS)
GHS06,GHS09
hazard_class
6.1
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group
III
Hazard statements
H300-H411
Hazard Classifications
Acute Tox. 2 OralAquatic Chronic 2
Precautionary statements
P264-P270-P273-P301+P310-P391-P405

Chemistry & industry

Applications · 4 items

UsesRivastigmine Tartrate, a cholinesterase inhibitor with IC50 of 5.5 μM, ues as a parasympathomimetic or cholinergic agent for the treatment of mild to moderate Alzheimer disease.

UsesNootropic & Alzheimer’s treatment

UsesA brain selective acetylcholinesterase inhibitor. Nootropic.

General DescriptionPharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Additional notes

DefinitionChEBI: A tartrate salt obtained by reaction of rivastigmine with one equivalent of (R,R)-tartaric acid. A reversible cholinesterase inhibitor.

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
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NACRES
77 · NA.77
Symbol(GHS)
6 · GHS06,GHS09
Signal word
Danger
Hazard statements
300 · H300-H411
Precautionary statements
264 · P264-P270-P273-P301+P310-P391-P405
RIDADR
2811 · UN 2811 6.1 / PGII
WGK Germany
3 · 3
RTECS
9550000 · FA9550000
HazardClass
6.1 · 6.1
PackingGroup
III
HS Code
29242990 · 29242990
Storage Class
6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
2 OralAquatic · Acute Tox. 2 OralAquatic Chronic 2