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Details

Stereochemistry RACEMIC
Molecular Formula C13H10N2O4
Molecular Weight 258.2295
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THALIDOMIDE

SMILES

O=C1N(C2CCC(=O)NC2=O)C(=O)C3=CC=CC=C13

InChI

InChIKey=UEJJHQNACJXSKW-UHFFFAOYSA-N
InChI=1S/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)

HIDE SMILES / InChI
Molecular Formula C13H10N2O4
Molecular Weight 258.2295
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:11:52 UTC 2023
Edited
by admin
on Fri Dec 15 16:11:52 UTC 2023
Record UNII
4Z8R6ORS6L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THALIDOMIDE
EMA EPAR   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN   INN  
Official Name English
K-17
Code English
KEVADON
Brand Name English
THALIDOMIDE [JAN]
Common Name English
THALIDOMIDE [HSDB]
Common Name English
Thalidomide [WHO-DD]
Common Name English
THALIDOMIDE [MART.]
Common Name English
2,6-DIOXO-3-PHTHALIMIDOPIPERIDINE
Systematic Name English
CONTERGAN
Brand Name English
THALIDOMIDE [VANDF]
Common Name English
DISTAVAL
Brand Name English
(±)-N-(2,6-DIOXO-3-PIPERIDYL)PHTHALIMIDE
Systematic Name English
PHARMION
Brand Name English
THALIDOMIDE [USAN]
Common Name English
N-PHTHALYLGLUTAMIC ACID IMIDE
Common Name English
.ALPHA.-PHTHALIMIDOGLUTARIMIDE
Common Name English
NSC-527179
Code English
MYRIN
Brand Name English
NSC-66847
Code English
N-(2,6-Dioxo-3-piperidyl)phthalimide
Systematic Name English
thalidomide [INN]
Common Name English
THALIDOMIDE [USP MONOGRAPH]
Common Name English
THALIDOMIDE [USP-RS]
Common Name English
NEUROSEDYN
Brand Name English
THALIDOMIDE [ORANGE BOOK]
Common Name English
1H-ISOINDOLE-1,3(2H)-DIONE, 2-(2,6-DIOXO-3-PIPERIDINYL)-, (±)-
Systematic Name English
CELGENE
Brand Name English
THALOMID
Brand Name English
2-(2,6-DIOXO-3-PIPERIDINYL)-1H-ISOINDOLE-1,3(2H)-DIONE
Systematic Name English
SOFTENON
Brand Name English
.ALPHA.-(N-PHTHALIMIDO)GLUTARIMIDE
Common Name English
PANTOSEDIV
Brand Name English
THALIDOMIDE [EMA EPAR]
Common Name English
3-PHTHALIMIDOGLUTARIMIDE
Systematic Name English
THALED
Brand Name English
THALIDOMIDE [MI]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 43890
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 80194
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 30788
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
WHO-ATC L04AX02
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 115598
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 43790
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
NDF-RT N0000008663
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
WHO-VATC QL04AX02
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 90795
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
EU-Orphan Drug EU/3/01/067
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
NDF-RT N0000008663
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 585417
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 110197
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 72092
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
NCI_THESAURUS C129820
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 114998
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
NCI_THESAURUS C1742
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 121898
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 187204
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 94995
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
NCI_THESAURUS C574
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 32188
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
EMA ASSESSMENT REPORTS THALIDOMIDE CELGENE (AUTHORIZED: MUTIPLE MYELOMA)
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
NCI_THESAURUS C54677
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
FDA ORPHAN DRUG 82594
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
LIVERTOX NBK548371
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
Code System Code Type Description
CAS
50-35-1
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
NSC
527179
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
RXCUI
10432
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY RxNorm
DAILYMED
4Z8R6ORS6L
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
EPA CompTox
DTXSID9022524
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
SMS_ID
100000089194
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
RS_ITEM_NUM
1652500
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
FDA UNII
4Z8R6ORS6L
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
CHEBI
74947
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
MESH
D013792
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
PUBCHEM
5426
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
NSC
66847
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
DRUG BANK
DB01041
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
IUPHAR
7327
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
ChEMBL
CHEMBL468
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
WIKIPEDIA
THALIDOMIDE
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
EVMPD
SUB10958MIG
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
CHEBI
9513
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
NCI_THESAURUS
C870
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-031-1
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
INN
762
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
DRUG CENTRAL
2616
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
MERCK INDEX
m10673
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY Merck Index
HSDB
3586
Created by admin on Fri Dec 15 16:11:52 UTC 2023 , Edited by admin on Fri Dec 15 16:11:52 UTC 2023
PRIMARY
Related Record Type Details
PROTEIN CEREBLON
TARGET -> INHIBITOR
Kd
Structure of THALIDOMIDE, (R)-
ENANTIOMER -> RACEMATE
Structure of THALIDOMIDE, (S)-
ENANTIOMER -> RACEMATE
TUMOR NECROSIS FACTOR-.ALPHA. HUMAN (PLASMA DERIVED, SOLUBLE FORM)
TARGET -> INHIBITOR
BINDING
PROTEIN CEREBLON
TARGET -> INHIBITOR
Dose-dependent interaction with the CRBN-DDB1 complex
IC50
Related Record Type Details
Structure of 2-(3-HYDROXYPHTHALIMIDO)GLUTARIC ACID
METABOLITE -> PARENT
Structure of 5-HYDROXYTHALIDOMIDE
METABOLITE -> PARENT
Structure of 2-(4-HYDROXYPHTHALIMIDO)GLUTARIC ACID
METABOLITE -> PARENT
Structure of 1'-HYDROXY THALIDOMIDE
METABOLITE -> PARENT
Structure of 5,6-DIHYDROXYTHALIDOMIDE
METABOLITE -> PARENT
CYP2C9 and CYP1A2 were also mediators in this reaction.
Structure of 5,1'-DIHYDROXY THALIDOMIDE
METABOLITE -> PARENT
Structure of N-PHTHALOYL-DL-GLUTAMIC ACID
METABOLITE -> PARENT
Structure of 4-HYDROXY THALIDOMIDE
METABOLITE -> PARENT
Structure of 4,1'-DIHYDROXY THALIDOMIDE
METABOLITE -> PARENT
Related Record Type Details
Structure of THALIDOMIDE
ACTIVE MOIETY
NIH
NCATS
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