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Details

Stereochemistry RACEMIC
Molecular Formula C13H19N2O3
Molecular Weight 251.3016
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of RIMAZOLIUM

SMILES

CCOC(=O)C1=C[N+](C)=C2CCCC(C)N2C1=O

InChI

InChIKey=JOWRFSPJFXLGGY-UHFFFAOYSA-N
InChI=1S/C13H19N2O3/c1-4-18-13(17)10-8-14(3)11-7-5-6-9(2)15(11)12(10)16/h8-9H,4-7H2,1-3H3/q+1

HIDE SMILES / InChI

Molecular Formula C13H19N2O3
Molecular Weight 251.3016
Charge 1
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

1,6-Dimethyl-3-carbethoxy-4-oxo-6,7,8,9-tetrahydro-homopyrimidazol (rimazolium, MZ-144) is an analgesic (non-narcotic). It proved to be effective in all the analgesic assays used (independently of the nociceptive stimulus applied) (hot plate, tail flick, writhing tests, Randall-Selitto test, tail clip, surgical pain) differing in this respect from the nonsteroidal antiinflammatory analgetics. Rimazolium lacks the capacity of producing opiate-like physiological dependence. Also rimazolium fails to show any indication of narcotic-like abuse liability by any of clinical assessments. Rimazolium is registered in Hungary under the brand name Probon. In Hungary among analgesics Probon is the first of choice especially in case of chronic pain accompanying chronic respiratory tract diseases.

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
LD50 in rats (mg/kg): 220 i.v.; 720 i.p.; 790 s.c.; 1600 orally
Route of Administration: Other
In Vitro Use Guide
Rimazolium inhibits ethylmorphine-N-demethylation and ethoxycoumarin-O-deethylation by rat liver homogenate when added in vitro in dependence on reaction differently, but marked effects are observed with high concentrations only (10(-3) mol).
Substance Class Chemical
Record UNII
967Y95129A
Record Status Validated (UNII)
Record Version