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(1R)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

ISO 17034:
Catalog Number : CS-O-07867
CAS Number : 66635-93-6
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Chemical Information

Chemical Name : (1R)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
Category : Chiral
Purity : 96.62
Synonyms : (R)-Ketorolac
Molecular Weight : 255.27 mol/g
Molecular Formula : C₁₅H₁₃NO₃
Application : NULL
Therapeutic : Anti-Migraines

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Additional Information

Ketorolac, sold under the brand names Toradol, and Biorolac among others, is a nonsteroidal anti-inflammatory drug (NSAID) used to treat pain. Specifically it is recommended for moderate to severe pain. Recommended duration of treatment is less than six days. It is used by mouth, by nose, by injection into a vein or muscle, and as eye drops. Effects begin within an hour and last for up to eight hours.

Common side effects include sleepiness, dizziness, abdominal pain, swelling, and nausea. Serious side effects may include stomach bleeding, kidney failure, heart attacks, bronchospasm, heart failure, and anaphylaxis. Use is not recommended during the last part of pregnancy or during breastfeeding. Ketorolac works by blocking cyclooxygenase 1 and 2 (COX1 and COX2), thereby decreasing production of prostaglandins.

Ketorolac was patented in 1976 and approved for medical use in 1989. It is available as a generic medication. In 2018, it was the 192nd most commonly prescribed medication in the United States, with more than 3\u00a0million prescriptions.


References : "Fundinguniverse,com, Retrieved 2013-10-06; Lee, I, O,; Seo, Y, (2008)"
Canonical SMILES : C1CN2C(=CC=C2C(=O)C3=CC=CC=C3)C1C(=O)O
Isomeric SMILES : C1CN2C(=CC=C2C(=O)C3=CC=CC=C3)[C@@H]1C(=O)O
InChI : 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
IUPAC Name : (1R)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
Exact Mass : 255.08954328
Description : (R)-ketorolac is 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 ketorolac, 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. It has a role as an analgesic. It is an enantiomer of a (S)-ketorolac.

Related compounds of (1R)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

CAT NO. COMPOUND CAS NO. CATEGORY
CS-T-57027 (S)-Ketorolac 66635-92-5 Chiral