Glutarimide

Names

[ Name ]:
Glutarimide

[Synonym ]:
2,6-Piperidinedione
GlutariMide 25GR
Glutarimide
piperidin-1-yl-2,6-dione
EINECS 214-340-4
2,6-Diketopiperidine2,6-Piperidinedione
Piperidine-2,6-dione
MFCD00006670
2,6-dioxopiperidine
2,6-Piperidinedione (9CI)
L-glutarimide
2,6-DIKETOPIPERIDINE

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
288.0±9.0 °C at 760 mmHg

[ Melting Point ]:
155-157 °C(lit.)

[ Molecular Formula ]:
C₅H₇NO₂

[ Molecular Weight ]:
113.115

[ Flash Point ]:
152.3±18.9 °C

[ Exact Mass ]:
113.047676

[ PSA ]:
46.17000

[ LogP ]:
-0.04

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.471

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MA4000000

CHEMICAL NAME :: Glutarimide

CAS REGISTRY NUMBER :: 1121-89-7

BEILSTEIN REFERENCE NO. :: 0110052

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C5-H7-N-O2

MOLECULAR WEIGHT :: 113.13

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 173,115,1968

Safety Information

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36

[ Safety Phrases ]:
S37/39-S26

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
MA4000000

[ HS Code ]:
2925190090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2925190090

[ Summary ]:
2925190090 other imides and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

Comparative characterization of the lactimidomycin and iso-migrastatin biosynthetic machineries revealing unusual features for acyltransferase-less type I polyketide synthases and providing an opportunity to engineer new analogues.

Biochemistry 53(49) , 7854-65, (2014)

Lactimidomycin (LTM, 1) and iso-migrastatin (iso-MGS, 2) belong to the glutarimide-containing polyketide family of natural products. We previously cloned and characterized the mgs biosynthetic gene cl...

Iso-migrastatin congeners from Streptomyces platensis and generation of a glutarimide polyketide library featuring the dorrigocin, lactimidomycin, migrastatin, and NK30424 scaffolds.

J. Am. Chem. Soc. 127(34) , 11930-1, (2005)

Iso-Migrastatin (10) has been shown to be the main natural product of Streptomyces platensis, which undergoes a facile, H2O-mediated rearrangement into dorrigocin A (2), 13-epi-dorrigocin A (11), dorr...

Enantiomerization mechanism of thalidomide and the role of water and hydroxide ions.

Chemistry 18(45) , 14305-13, (2012)

The significance of the molecular chirality of drugs has been widely recognized due to the thalidomide tragedy. Most of the new drugs reaching the market today are single enantiomers, rather than race...