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Details

Stereochemistry RACEMIC
Molecular Formula C13H19N2O3.CH3O4S
Molecular Weight 362.399
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RIMAZOLIUM METILSULFATE

SMILES

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

InChI

InChIKey=SEISMQVOJUJKGE-UHFFFAOYSA-M
InChI=1S/C13H19N2O3.CH4O4S/c1-4-18-13(17)10-8-14(3)11-7-5-6-9(2)15(11)12(10)16;1-5-6(2,3)4/h8-9H,4-7H2,1-3H3;1H3,(H,2,3,4)/q+1;/p-1

HIDE SMILES / InChI

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

Molecular Formula CH3O4S
Molecular Weight 111.097
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

PubMed

TitleDatePubMed
[Effect of rimazolium (Probon) on biotransformation reactions in the rat].
1982 Nov
Patents

Sample Use Guides

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
Created
by admin
on Fri Dec 15 16:33:09 GMT 2023
Edited
by admin
on Fri Dec 15 16:33:09 GMT 2023
Record UNII
99YI50276I
Record Status Validated (UNII)
Record Version
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Name Type Language
RIMAZOLIUM METILSULFATE
INN   MI   WHO-DD  
INN  
Official Name English
RIMAZOLIUM METHYLSULFATE
Common Name English
Rimazolium metilsulfate [WHO-DD]
Common Name English
RIMAZOLIUM METILSULPHATE
Common Name English
rimazolium metilsulfate [INN]
Common Name English
RIMAZOLIUM METILSULFATE [MI]
Common Name English
MZ-144
Code English
3-(ETHOXYCARBONYL)-6,7,8,9-TETRAHYDRO-1,6-DIMETHYL-4-OXO-4H-PYRIDO(1,2-A)PYRIMIDINIUM METHYL SULFATE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C257
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
Code System Code Type Description
INN
3129
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY
EVMPD
SUB10321MIG
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID10951276
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY
ChEMBL
CHEMBL1182743
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY
PUBCHEM
71939
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY
SMS_ID
100000080566
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY
ECHA (EC/EINECS)
249-103-4
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY
NCI_THESAURUS
C76811
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY
CAS
28610-84-6
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY
MERCK INDEX
m1245
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY Merck Index
FDA UNII
99YI50276I
Created by admin on Fri Dec 15 16:33:09 GMT 2023 , Edited by admin on Fri Dec 15 16:33:09 GMT 2023
PRIMARY
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ACTIVE MOIETY