| Identification | Back Directory | [Name]
(R)-(+)-Ketorolac | [CAS]
66635-93-6 | [Synonyms]
(R)-Ketorolac
(R)-(+)-Ketorolac
Ketorolac R-IsoMer
(R)-(+)-Ketorolac ISO 9001：2015 REACH
Ketorolac impurity 1/Ketorolac R-Isomer
(1R)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
1H-Pyrrolizine-1-carboxylic acid, 5-benzoyl-2,3-dihydro-, (1R)- | [Molecular Formula]
C15H13NO3 | [MDL Number]
MFCD00871492 | [MOL File]
66635-93-6.mol | [Molecular Weight]
255.27 |
| Chemical Properties | Back Directory | [Melting point ]
163-170°C | [storage temp. ]
-20°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
powder | [color ]
white to beige | [Optical Rotation]
[α]/D +162 to +178°, c = 1 in methanol | [InChI]
1S/C15H13NO3/c17-14(10-4-2-1-3-5-10)13-7-6-12-11(15(18)19)8-9-16(12)13/h1-7,11H,8-9H2,(H,18,19)/t11-/m1/s1 | [InChIKey]
OZWKMVRBQXNZKK-LLVKDONJSA-N | [SMILES]
O=C(O)[C@H]1C2=CC=C(C(C3=CC=CC=C3)=O)N2CC1 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
(R)-Ketorolac is the R-enantiomer of Ketorolac. The (S)-enantiomer is about 60 times more potent than (R)-enantiomer. Prostaglandin biosynthesis inhibitor. Analgesic; anti-inflammatory. | [Definition]
ChEBI: A 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid that has R configuration. Unlike the S-enantiomer, it does not exhibit COX1 and COX2 inhibition, but does exhibit analgesic activity. Racemic keto
olac, known simply as ketorolac, is used (mainly as a tromethamine salt) as a potent analgesic for the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis. | [Biochem/physiol Actions]
R-Ketorolac is potent and selective Rho-family GTPases Cdc42 (cell division control protein 42) and Rac1 (Ras-related C3 botulinum toxin substrate 1) allosteric inhibitor that modulates downstream GTPase-dependent physiologic responses critical to tumor metastasis. R-ketorolac significantly inhibits ovarian cancer cell adhesion, migration, and invasion. | [in vivo]
(R)-Ketorolac (2 mg/kg, p.o., daily) ameliorates cancer-associated cachexia and prolongs survival of C26 tumour-bearing mice[3].
| Animal Model: | C26 tumour-bearing mice[3] | | Dosage: | 2 mg/kg | | Administration: | Oral gavage (p.o.), every day after cachexia onset | | Result: | Prolonged survival and alleviates C26-induced weight loss independent of tumour growth and food intake.
Showed a tumour weight of 0.7 g and a weight loss of 0.61 g.
Did not affect C26-associated hepatosplenomegaly and splenic lymphocyte numbers.
Prevented C26-induced T-lymphopenia.
|
|
|
| Company Name: |
Sigma-Aldrich
|
| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|