KR101072339B1 - 프로스타시클린 유사체의 전달을 위한 화합물 및 방법 - Google Patents

프로스타시클린 유사체의 전달을 위한 화합물 및 방법 Download PDF

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KR101072339B1
KR101072339B1 KR1020057022319A KR20057022319A KR101072339B1 KR 101072339 B1 KR101072339 B1 KR 101072339B1 KR 1020057022319 A KR1020057022319 A KR 1020057022319A KR 20057022319 A KR20057022319 A KR 20057022319A KR 101072339 B1 KR101072339 B1 KR 101072339B1
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treprostinil
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substituted
compound
oral
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KR20060021862A (ko
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켄 파레스
데이비드 모톨라
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유나이티드 쎄러퓨틱스 코포레이션
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KR1020057022319A 2003-05-22 2005-11-22 프로스타시클린 유사체의 전달을 위한 화합물 및 방법 Expired - Lifetime KR101072339B1 (ko)

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US47240703P 2003-05-22 2003-05-22
US60/472,407 2003-05-22
PCT/US2004/016401 WO2005007081A2 (en) 2003-05-22 2004-05-24 Compounds and methods for delivery of prostacyclin analogs

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KR20060021862A KR20060021862A (ko) 2006-03-08
KR101072339B1 true KR101072339B1 (ko) 2011-10-11

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US (19) US7417070B2 (OSRAM)
EP (2) EP2792353B1 (OSRAM)
JP (2) JP5043433B2 (OSRAM)
KR (1) KR101072339B1 (OSRAM)
CN (4) CN101780092B (OSRAM)
CA (4) CA2851309C (OSRAM)
ES (2) ES2670872T3 (OSRAM)
WO (1) WO2005007081A2 (OSRAM)

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DE10214983A1 (de) * 2002-04-04 2004-04-08 TransMIT Gesellschaft für Technologietransfer mbH Vernebelbare Liposomen und ihre Verwendung zur pulmonalen Applikation von Wirkstoffen
ES2670872T3 (es) 2003-05-22 2018-06-01 United Therapeutics Corporation Polimorfo de una sal de dietanolamina de treprostinil
JP4906514B2 (ja) * 2003-12-16 2012-03-28 ユナイテッド セラピューティクス コーポレイション 腎臓機能改善のためのトレプロスチニルの用途
US20090124697A1 (en) 2003-12-16 2009-05-14 United Therapeutics Corporation Inhalation formulations of treprostinil
US8765813B2 (en) 2003-12-16 2014-07-01 United Therapeutics Corporation Use of treprostinil to treat and prevent ischemic lesions
CA2562614C (en) * 2004-04-12 2013-09-17 United Therapeutics, Inc. Use of treprostinil to treat neuropathic diabetic foot ulcers
WO2006130879A2 (en) * 2005-06-02 2006-12-07 The Regents Of The University Of Colorado Uses of prostacyclin analogs
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