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Details

Stereochemistry ACHIRAL
Molecular Formula C12H18N4O6S
Molecular Weight 346.36
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ORYZALIN

SMILES

CCCN(CCC)C1=C(C=C(C=C1[N+]([O-])=O)S(N)(=O)=O)[N+]([O-])=O

InChI

InChIKey=UNAHYJYOSSSJHH-UHFFFAOYSA-N
InChI=1S/C12H18N4O6S/c1-3-5-14(6-4-2)12-10(15(17)18)7-9(23(13,21)22)8-11(12)16(19)20/h7-8H,3-6H2,1-2H3,(H2,13,21,22)

HIDE SMILES / InChI

Molecular Formula C12H18N4O6S
Molecular Weight 346.36
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

Oryzalin is a selective preemergence surface-applied herbicide used for control of annual grasses and broadleaf weeds in fruit trees, nut trees, vineyards, established bermudagrass turf and established ornamentals. It inhibits the growth of germinating weed seeds. Oryzalin is an effective inhibitor of human carbonic anhydrases (CAs). Eleven out of 12 catalytically active human CAs were strongly inhibited by oryzalin and exhibited affinities of approximately 2–2000 nM. Oryzalin has been shown to bind specifically to plant tubulin in vitro, inhibited its polymerization, and partly depolymerize taxol-stabilized microtubules. It also inhibits polymerization of leishmania microtubules in vitro.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
29.0 nM [Ki]
7.8 nM [Ki]
2.2 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
A total of sixteen 12- to 14-day-old Sprague–Dawley rats were dosed with a single oral dose of 100 mg/kg oryzalin.
Route of Administration: Oral
In Vitro Use Guide
Replication of wild-type T. gondii is inhibited by 0.5 to 2.5 uM oryzalin.
Substance Class Chemical
Record UNII
662E385DWH
Record Status Validated (UNII)
Record Version