thalidomide

Description

thalidomide · CAS 50-35-1 · C13H10N2O4. UNII 4Z8R6ORS6L. Melting Point: 516 to 520 °F (NTP, 1992); Melting Point: 270; Melting Point: 270 °C.

Identification

CAS Registry Number	50-35-1
PubChem CID	5426
Molecular formula	C13H10N2O4
IUPAC name	2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
UNII (FDA)	4Z8R6ORS6L

Computed Descriptors

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
Formal Charge	0

Physical & Chemical Properties

Melting Point	516 to 520 °F (NTP, 1992)
Melting Point	270
Melting Point	270 °C
Solubility	545
Solubility	2.55e+00 g/L
LogP	0.33
LogP	log Kow = 0.33
LogP	0.3
LogP	0.49

Physical description & handling notes

• Thalidomide appears as needles or white powder. (NTP, 1992)
• Solid
• Needles
• less than 1 mg/mL at 72 °F (NTP, 1992)
• In water, approximately 2X10-4 mol/L; 45-60 mg/L at 25 °C
• Sparingly soluble in methanol, ethanol, acetone, ethyl acetate, butyl acetate, glacial acetic acid. Very soluble in DMF. Practically insoluble in ether, chloroform, benzene.

GHS Hazard Classification

Reported hazard statements	H302 (88.2%), H360 (92.1%)

Documented Uses

• Angiogenesis Inhibitors; Immunosuppressive Agents; Leprostatic Agents; Teratogens
• For the acute treatment of the cutaneous manifestations of moderate to severe erythema nodosum leprosum (ENL). Also for use as maintenance therapy for prevention and suppression of the cutaneous manifestations of ENL recurrence. Used to treat multiple myeloma.
• Preparation: United Kingdom patent 768821 (1957 to Chemie Grunenthal)
• Thalidomide is commercially available as a 1:1 racemic mixture of the 2 enantiomers with a net optical rotation of zero.
• Thalidomide is primarily used for the acute treatment and maintenance therapy to prevent and suppress the cutaneous manifestations of moderate to severe erythema nodosum leprosum (ENL).
• Thalidomide and its analogues lenalidomide and pomalidomide are immunomodulatory and antineoplastic agents that are used in the therapy of multiple myeloma. These three agents are associated with a low rate of serum aminotransferase elevations during therapy and have been implicated in causing rare instances of clinically apparent liver injury which can be severe.

Synonyms

thalidomide; 50-35-1; Thalomid; Contergan; Pantosediv; Distaval; Softenon; Kevadon; Psychotablets; Algosediv; Calmorex; Neosedyn; Profarmil; Quetimid; Sedisperil; Imidene

Frequently Asked Questions

What are the CAS number and molecular formula of thalidomide?

CAS 50-35-1; molecular formula C13H10N2O4; molecular weight — g/mol.

What other names is thalidomide known by?

thalidomide, 50-35-1, Thalomid, Contergan, Pantosediv, Distaval.

Is thalidomide classified as hazardous?

Hazard statements reported: H302, H360.

What are the key physical properties of thalidomide?

Melting Point: 516 to 520 °F (NTP, 1992); Melting Point: 270; Melting Point: 270 °C; Solubility: 545.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.