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Details

Stereochemistry ACHIRAL
Molecular Formula C14H18N4O2
Molecular Weight 274.3183
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ORMETOPRIM

SMILES

COC1=CC(C)=C(CC2=C(N)N=C(N)N=C2)C=C1OC

InChI

InChIKey=KEEYRKYKLYARHO-UHFFFAOYSA-N
InChI=1S/C14H18N4O2/c1-8-4-11(19-2)12(20-3)6-9(8)5-10-7-17-14(16)18-13(10)15/h4,6-7H,5H2,1-3H3,(H4,15,16,17,18)

HIDE SMILES / InChI

Molecular Formula C14H18N4O2
Molecular Weight 274.3183
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

As an aid in the prevention of coccidiosis caused by Eimeria adenoeides, E.gallopavonis, and E.meleagrimitis; for the prevention of bacterial infections caused by Pasteurella multocida (fowl cholera); for the treatment of skin and soft tissue infections. Ormetoprim potentiates the activity of sulfadimethoxine. The in vitro antibacterial spectrum and activity of the 2 compounds are very similar. Sulfonamides competitively inhibit bacterial synthesis of folic acid (pteroylglutamic acid) from paraaminobenzoic acid. Conditions reported following use of sulfonamides or potentiated sulfonamides include polyarthritis, urticaria, facial swelling, fever, hemolytic anemia, polydypsia, polyuria, hepatitis, vomiting, anorexia, diarrhea, and neurologic disorders. In rare instances, neurologic signs including behavioral changes, ataxia, seizures, aggression, and hyperexcitability have been reported. Keratitis sicca, possibly due to prolonged use of sulfonamides, has been reported.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
ROFENAID
Curative
ROFENAID
Curative
Primor
Curative
Primor
Curative
Primor
Curative
ROFENAID
Curative
ROFENAID

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Administer an initial oral dose of 55 mg/kg of body weight on the first day of treatment. Administer subsequent daily doses at the rate of 27.5 mg/kg of body weight. Continue treatment for at least 2 days after remission of clinical signs. Do not extend treatment for more than 21 consecutive days.
Route of Administration: Oral
In Vitro Use Guide
MIC for 10 E. Ictaluri strains: Eight out of 10 strains were inhibited by concentrations of ≤0.8 ug/ml while 1 was inhibited by a concentration of 4 ug/ml.
Substance Class Chemical
Record UNII
M3EFS94984
Record Status Validated (UNII)
Record Version