(-)-Thalidomide
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(-)-Thalidomide
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CAS No:
841-67-8
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Formula:
C13H10N2O4
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Chemical Name:
(-)-Thalidomide
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Synonyms:
1H-Isoindole-1,3(2H)-dione,2-[(3S)-2,6-dioxo-3-piperidinyl]-;Phthalimide,N-(2,6-dioxo-3-piperidyl)-,L-(-)-;1H-Isoindole-1,3(2H)-dione,2-(2,6-dioxo-3-piperidinyl)-,(S)-;2-[(3S)-2,6-Dioxo-3-piperidinyl]-1H-isoindole-1,3(2H)-dione;(-)-Thalidomide;(S)-(-)-Thalidomide;(S)-Thalidomide;S-(L)-Thalidomide;NSC 91730;S-Lenalidomide;2-[(3S)-2,6-Dioxopiperidin-3-yl]-2,3-dihydro-1H-isoindole-1,3-dione
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CAS No:
Description
(S)-Thalidomide ((S)-(-)-Thalidomide) is the S-enantiomer of Thalidomide. (S)-Thalidomide has immunomodulatory, anti-inflammatory, antiangiogenic and pro-apoptotic effects[1][2][3]. (S)-Thalidomide induces teratogenic effects by binding to cereblon (CRBN) [4].
(S)-thalidomide is a 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione that has S-configuration at the chiral centre. It has a role as a teratogenic agent. It is an enantiomer of a (R)-thalidomide.
Characteristics
83.55000
0.35450
Needles
1.503g/cm3
269-271ºC
509.7ºC at 760 mmHg
262.1ºC
1.646
-20ºC Freezer
Safety Information
UN 2811 6.1/PG 2
3
R61
53-36/37/39-45
TI4925050
T: Toxic;
P201-P308 + P313
H302-H360
|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
(-)-thalidomide has known human metabolites that include (-)-thalidomide arene oxide, 5'-Hydroxythalidomide, and 5-hydroxy-thalidomide.
(-)-Thalidomide Use and Manufacturing
Optically active isomer of Thalidomide, which inhibits FGF-induced angiogenesis. Inhibits replication of human immunodeficiency virus type 1. Teratogenic sedative
Computed Properties
Molecular Weight:258.23
XLogP3:0.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:258.06405680
Monoisotopic Mass:258.06405680
Topological Polar Surface Area:83.6
Heavy Atom Count:19
Complexity:449
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
- Hot Searches
- triethylamine
- fe3o4
- butan-2-ol
- 180-93
- acetone formula
- l-methionine