Amide derivatives of substituted quinoxaline 2, 3-diones as glutamate receptor antagonists
AssigneeWarner-Lambert Company
InventorSham Shridhar Nikam
Life of this patent
Estimating the term…
Abstract
A novel series of substituted quinoxaline 2,3-diones useful as neuroprotective agents are taught. Novel intermediates, processes of preparation, and pharmaceutical compositions containing the compounds are also taught. The compounds are glutamate receptor antagonists and are useful in the treatment of stroke, cerebral ischemia, or cerebral infarction resulting from thromboembolic or hemorrhagic stroke, cerebral vasospasms, hypoglycemia, cardiac arrest, status epilepticus, perinatal asphyxia, anoxia, seizure disorders, pain, Alzheimer's, Parkinson's, and Huntington's Diseases.
Claims9
A compound of Formula I
- wherein
- R is
- attached at N to the quinoxaline ring through —(CH2)n— at the b-position,
- X is methyl;
- Y is alkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, selected from the group consisting of 2- or 3-benzfuryl, 2- or 3-indolyl, 2- or 3-furanyl, 2- or 3- thienyl 2-, 3-, 4-, 5-, 6-, or 7-benzothienyl, aralkyl, aryl, heterocycloalkyl selected from the group consisting of 2- or 3-pyrrolidinyl, 2- or 3-tetrahydrofuranyl, and 2-, 3-, or 4-piperidinyl;
- or is —(CH)p(R24)C(O)NR25R26 wherein p is an integer of from 1 to 6, R24 is hydrogen and R25 and R26 are each independently hydrogen, alkyl;
- or is —(CH2)q—R27 wherein q is an integer from 1 to 3 and R27 is a 4- to 7-membered heterocycle containing from one to four heteroatoms selected from oxygen, sulfur, and nitrogen, wherein said heterocycle is heterocycloalkyl selected from 2- or 3-pyrrolidinyl, 2- or 3-tetrahydrofuranyl, and 2-, 3-, or 4-piperidinyl, or heteroaryl selected from oxazolyl, oxadiazolyl, thiazolyl, 1,3,4-oxadiazolyl, 1,2,4-triazolyl, 1,3,4-thiadiazolyl, pyrrazolyl, imidazolyl, tetrazolyl, 1,3-oxazolyl, isoxazolyl, 1,2,3-triazolyl, 1,3,4-thiazolyl, or is —NR27a—R27b wherein 27a is hydrogen or alkyl, and 27b is as described in R27;
- n is 1;
- R1 is hydrogen;
- R2 is hydrogen;
- R3 is hydrogen:
- R4 is nitro, and
- R5 is methyl and is at the a-position.
A compound named 2-Cyclohexyl-N-methyl-N-(6-methyl-7-nitro-2,3-dioxo-1,2,3,4-tetrahydro-quinoxalin-5-ylmethyl)-acetamide.
A compound named Methyl-(6-methyl-7-nitro-2,3 -dioxo-1,2,3,4-tetrahydro-quinoxalin-5-ylmethyl)-carbamic acid ethyl ester.
Dependencies are inferred from the claim text.