(-)-Thalidomide

Base Information

Chemical Name:(-)-Thalidomide
CAS No.:841-67-8
Molecular Formula:C13H10N2O4
Molecular Weight:258.233
Hs Code.:2925190090
European Community (EC) Number:635-910-2
UNII:TG87FSR590
DSSTox Substance ID:DTXSID1046972
Nikkaji Number:J53.847G
Wikidata:Q27131493
Metabolomics Workbench ID:61910
ChEMBL ID:CHEMBL426123
Mol file:841-67-8.mol

Synonyms:(S)-Thalidomide;(-)-Thalidomide;841-67-8;(S)-(-)-thalidomide;l-Thalidomide;Thalidomide, L-;S-(-)-Thalidomide;S-Thalidomide;NSC 91730;Thalidomide, (S)-;Thalidomide, (-)-;UNII-TG87FSR590;(S)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;TG87FSR590;CHEBI:61918;Phthalimide, N-(2,6-dioxo-3-piperidyl)-, (-)-;Phthalimide, N-(2,6-dioxo-3-piperidyl)-, L-(-)-;1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-, (S)-;(?)-Thalidomide;2-[(3S)-2,6-dioxopiperidin-3-yl]-1H-isoindole-1,3(2H)-dione;2-[(3S)-2,6-dioxopiperidin-3-yl]-2,3-dihydro-1H-isoindole-1,3-dione;SMR000857221;2-[(3S)-2,6-dioxopiperidin-3-yl]isoindole-1,3-dione;NSC-91730;CAS-50-35-1;EF2;Tocris-0652;4ci1;Lopac-T-144;MLS001333073;MLS001333074;rac-2-(2,6-Dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione;SCHEMBL455269;CHEMBL426123;DTXSID1046972;BDBM65457;ENMD-0995;HMS2230K15;(-)-Thalidomide, >98%, solid;HY-14658A;AKOS040736375;NCGC00015989-01;NCGC00015989-02;NCGC00016220-01;NCGC00024708-01;MS-23635;LS-109465;CS-0021928;EN300-7507076;A828082;S(-)-3-(3-AMINO-PHTHALIMIDO)-GLUTARAMIDE;Thalidomide;N-(2,6-dioxo-3-piperidyl)phalimide;Q27131493;2-[(3S)-2,6-dioxo-3-piperidinyl]isoindole-1,3-dione;2-[(3S)-2,6-bis(oxidanylidene)piperidin-3-yl]isoindole-1,3-dione

Suppliers and Price of (-)-Thalidomide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(S)-(-)-Thalidomide
100mg
$ 725.00

TRC
(S)-(-)-Thalidomide
50mg
$ 400.00

Sigma-Aldrich
(?)-Thalidomide >98%, solid
100mg
$ 630.00

Sigma-Aldrich
(?)-Thalidomide >98%, solid
10mg
$ 107.00

Sigma-Aldrich
(?)-Thalidomide >98%, solid
25mg
$ 224.00

Medical Isotopes, Inc.
(S)-(-)-Thalidomide
10 mg
$ 845.00

American Custom Chemicals Corporation
(S)-(-)-THALIDOMIDE 95.00%
100MG
$ 1593.90

American Custom Chemicals Corporation
(S)-(-)-THALIDOMIDE 95.00%
10MG
$ 704.55

AK Scientific
(-)-Thalidomide
5mg
$ 152.00

Total 21 raw suppliers

Chemical Property of (-)-Thalidomide

Chemical Property:

Appearance/Colour:Needles
Vapor Pressure:1.65E-10mmHg at 25°C
Melting Point:269-271 °C
Refractive Index:1.646
Boiling Point:509.7 °C at 760 mmHg
PKA:10.70±0.40(Predicted)
Flash Point:262.1 °C
PSA：83.55000
Density:1.503 g/cm³
LogP:0.35450
Storage Temp.:-20°C Freezer
Solubility.:DMSO: soluble
XLogP3:0.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:258.06405680
Heavy Atom Count:19
Complexity:449

Purity/Quality:

97% ^*data from raw suppliers

(S)-(-)-Thalidomide ^*data from reagent suppliers

Safty Information:

Pictogram(s): T
Hazard Codes:T
Statements: 61-22
Safety Statements: 53-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O
Isomeric SMILES:C1CC(=O)NC(=O)[C@H]1N2C(=O)C3=CC=CC=C3C2=O
Recent EU Clinical Trials:Optimising Renal outcome in Myeloma renal failure

Technology Process of (-)-Thalidomide

There total 4 articles about (-)-Thalidomide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 85-44-9
phthalic anhydride

: 56-85-9,26700-71-0
L-glutamine

: 841-67-8
(S)-thalidomide

Guidance literature:: With acetic anhydride; triethylamine; In toluene; at 110 ℃; Product distribution / selectivity;

Reference yield:

: 85-44-9
phthalic anhydride

: 590365-46-1
aminoglutarimide trifluoroacetate

: 841-67-8
(S)-thalidomide

Guidance literature:: With triethylamine; In tetrahydrofuran; for 48h; Heating;
DOI:10.1021/jm030152f

Reference yield:

: 85-44-9
phthalic anhydride

: 841-67-8
(S)-thalidomide

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N, 4 Angstroem molecular sieves / tetrahydrofuran / 2 h / Heating

2: 89 percent / H₂ / 10percent Pd/C / methanol / 2 h

3: 80 percent / bromoacetophenone, DMAP, Et₃N / acetonitrile / 2 h / Ambient temperature

With dmap; 4 A molecular sieve; hydrogen; triethylamine; α-bromoacetophenone; palladium on activated charcoal; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1016/0957-4166(95)00155-I