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A Casper doctor and his wife were charged in federal court Friday with illegally distributing the prescription painkiller Oxycodone for years.

Federal agents and Casper police arrested Dr. Shakeel Kahn and Lyn Kahn, his wife and business partner, Wednesday in their Thorndike Avenue home on suspicion of selling prescriptions for large amounts of painkillers for cash since January 2011.

The Kahns appeared with a lawyer Friday morning in the U.S. District Court of Wyoming to hear the charges. The couple talked among themselves before the hearing, each wearing jail scrubs. The doctor nodded continuously as Judge W. Skavdahl read him his rights.

The Drug Enforcement Administration began investigating Kahn in April after the Wyoming Board of Pharmacy submitted a complaint about the large amount of painkillers the doctor was prescribing in Arizona and Wyoming, according to court documents. DEA investigators found that some of Kahn’s patients were filling prescriptions in both Wyoming and Arizona. Other patients were filling prescriptions up to 20 days early.

One of his patients would fly to Casper to fill a prescription before returning to Kentucky to sell the drugs, the documents state. She was arrested in May on suspicion of trafficking pharmaceutical controlled substances.

Investigators also recorded phone conversations between the Kahns and people asking to pay for prescriptions for painkiller, the documents allege. In one recorded conversation, a woman told Lyn and Shakeel Kahn that she had a friend who wanted to pay $1,800 for three prescriptions of Oxycodone and morphine, according to court documents. Lyn Kahn then negotiated payments with the woman.

Investigators found that known patients had paid the doctor more than $34,000 in wire transfers between January and August 2016, the documents state.

The doctor and his wife could face a maximum of 20 years in prison and a $1 million fine if convicted.

Skavdahl set Lyn Kahn’s bond at $20,000 at a detention hearing Friday afternoon, court documents show. Shakeel Kahn used his home in Fort Mojave, Arizona, as collateral for his release.

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