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Details

Stereochemistry RACEMIC
Molecular Formula C14H14O4
Molecular Weight 246.2586
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHTHALOFYNE

SMILES

CCC(C)(OC(=O)C1=CC=CC=C1C(O)=O)C#C

InChI

InChIKey=CZGIRAWWWHPJHM-UHFFFAOYSA-N
InChI=1S/C14H14O4/c1-4-14(3,5-2)18-13(17)11-9-7-6-8-10(11)12(15)16/h1,6-9H,5H2,2-3H3,(H,15,16)

HIDE SMILES / InChI

Description

Phthalofyne (3-methyl-1-pentyn-3-yl acid phthalate) is a synthetic chemical compound demonstrated to have trichuricidal activity against both Trichuris vulpis and Trichuris trichiura. It was used in veterinary medicine against dog whipworm, Trichuris vulpis, under the brand name Whipcide.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Whipcide

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
Phthalofyne was given to 10 healthy young Filipino males harboring Trichuris trichiura. Of 7 cases who received 100 to 125 mg./kg. by mouth, alone or in combination with the same dose given by enema, 4 had rather minimal complaints of nausea and/or vomiting and none received significant therapeutic benefit. The highest oral dose, 175 mg./kg. given to a single patient, produced considerable nausea and apparently complete regurgitation of gastric contents and no therapeutic benefit, suggesting that effective single oral doses would not be easily retained. The phthalofyne enemas, containing respectively 200 mg./kg. and 450 mg./kg. of the drug, and given one week apart to a single patient, produced no side effects and no significant therapeutic effect.
Route of Administration: Oral
In Vitro Use Guide
Unknown