Synonym
Orazipone; OR-1384; OR1384; OR 1384
IUPAC/Chemical Name
3-(p-(Methylsulfonyl)benzylidene)-2,4-pentanedione
InChi Key
CAWYWWPWSAMGBV-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H14O4S/c1-9(14)13(10(2)15)8-11-4-6-12(7-5-11)18(3,16)17/h4-8H,1-3H3
SMILES Code
CC(/C(C(C)=O)=C/C1=CC=C(S(=O)(C)=O)C=C1)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
266.31
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Sareila O, Hämäläinen M, Nissinen E, Kankaanranta H, Moilanen E. Orazipone inhibits activation of inflammatory transcription factors nuclear factor-kappa B and signal transducer and activator of transcription 1 and decreases inducible nitric-oxide synthase expression and nitric oxide production in response to inflammatory stimuli. J Pharmacol Exp Ther. 2008 Feb;324(2):858-66. doi: 10.1124/jpet.107.129114. Epub 2007 Nov 26. PMID: 18039960.
2: Boerma M, Wang J, Richter KK, Hauer-Jensen M. Orazipone, a locally acting immunomodulator, ameliorates intestinal radiation injury: a preclinical study in a novel rat model. Int J Radiat Oncol Biol Phys. 2006 Oct 1;66(2):552-9. doi: 10.1016/j.ijrobp.2006.05.067. PMID: 16965997.
3: Kankaanranta H, Ilmarinen P, Zhang X, Nissinen E, Moilanen E. Antieosinophilic activity of orazipone. Mol Pharmacol. 2006 Jun;69(6):1861-70. doi: 10.1124/mol.105.021170. Epub 2006 Mar 15. PMID: 16540599.
4: Vendelin J, Laitinen C, Vainio PJ, Nissinen E, Mäki T, Eklund KK. Novel sulfhydryl-reactive compounds orazipone and OR-1958 inhibit cytokine production and histamine release in rat and human mast cells. Int Immunopharmacol. 2005 Jan;5(1):177-84. doi: 10.1016/j.intimp.2004.07.020. PMID: 15589479.
