HUP0102518A2 - 5-Imino-13-dezoxiantraciklin-származékok, felhasználásuk és eljárás előállításukra - Google Patents

5-Imino-13-dezoxiantraciklin-származékok, felhasználásuk és eljárás előállításukra

Info

Publication number
HUP0102518A2
HUP0102518A2 HU0102518A HUP0102518A HUP0102518A2 HU P0102518 A2 HUP0102518 A2 HU P0102518A2 HU 0102518 A HU0102518 A HU 0102518A HU P0102518 A HUP0102518 A HU P0102518A HU P0102518 A2 HUP0102518 A2 HU P0102518A2
Authority
HU
Hungary
Prior art keywords
imino
derivatives
deoxyanthracycline
processes
preparing
Prior art date
Application number
HU0102518A
Other languages
English (en)
Inventor
Richard D. Olson
Xini Zhang
Original Assignee
Gem Pharmaceuticals, Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Gem Pharmaceuticals, Inc. filed Critical Gem Pharmaceuticals, Inc.
Publication of HUP0102518A2 publication Critical patent/HUP0102518A2/hu
Publication of HUP0102518A3 publication Critical patent/HUP0102518A3/hu
Publication of HU228590B1 publication Critical patent/HU228590B1/hu

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/24—Condensed ring systems having three or more rings
    • C07H15/252—Naphthacene radicals, e.g. daunomycins, adriamycins
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
    • A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
    • A61K31/704—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin attached to a condensed carbocyclic ring system, e.g. sennosides, thiocolchicosides, escin, daunorubicin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/04—Immunostimulants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/06—Immunosuppressants, e.g. drugs for graft rejection

Abstract

A találmány 5-imino-l3-dezoxiantraciklin származékokra, az 5-imino-13-dezoxiantraciklin gyógyászatban való felhasználására, és 5-imino-l3-dezoxiantraciklin-származékok előállítási eljárásaira vonatkozik. Azeljárás értelmében 5. és 13. helyzetben oxocsoportot tartalmazóantraciklineket ismert módszerrel 13-tozilhidrazonokká alakítanak. Azantraciklin-l3-tozil-hidrazonokat nátrium-cianobórhidriddel, savasközegben 13-dezoxiantraciklin-származékokká alakítják. A termékeketpreparatív kromatográfiás módszerrel tisztítják, extrakciós lépéseknélkül. A tisztított 13-dezoxiantraciklin-származékokat N-Boc-származékokká alakítják, majd ammóniával reagáltatva N-Boc-S-imino-13-dezoxiantraciklin-származékokat kapnak. A N-Boc csoport savas közegbentörténő eltávolítása után 5-imino-13-dezoxiantraciklin-származékokatkapnak. Az eljárás hozama 50-60%. Ó
HU0102518A 1998-03-03 1999-03-03 5-imino-13-deoxy anthracycline derivatives and processes for preparing them HU228590B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/033,659 US5942605A (en) 1998-03-03 1998-03-03 5-imino-13-deoxy anthracycline derivatives, their uses, and processes for preparing them
PCT/US1999/004704 WO1999045015A1 (en) 1998-03-03 1999-03-03 5-imino-13-deoxy anthracycline derivatives, their uses, and processes for preparing them

Publications (3)

Publication Number Publication Date
HUP0102518A2 true HUP0102518A2 (hu) 2001-10-28
HUP0102518A3 HUP0102518A3 (en) 2002-12-28
HU228590B1 HU228590B1 (en) 2013-04-29

Family

ID=21871693

Family Applications (1)

Application Number Title Priority Date Filing Date
HU0102518A HU228590B1 (en) 1998-03-03 1999-03-03 5-imino-13-deoxy anthracycline derivatives and processes for preparing them

Country Status (23)

Country Link
US (1) US5942605A (hu)
EP (1) EP1064294B1 (hu)
JP (1) JP4615712B2 (hu)
KR (1) KR100456088B1 (hu)
CN (1) CN1154652C (hu)
AT (1) ATE267206T1 (hu)
AU (1) AU767348B2 (hu)
BR (1) BR9908387A (hu)
CA (1) CA2322424C (hu)
CY (1) CY1106306T1 (hu)
CZ (1) CZ301493B6 (hu)
DE (1) DE69917440T2 (hu)
DK (1) DK1064294T3 (hu)
ES (1) ES2222692T3 (hu)
HK (1) HK1036070A1 (hu)
HU (1) HU228590B1 (hu)
ID (1) ID28174A (hu)
IL (2) IL138117A0 (hu)
NZ (1) NZ507300A (hu)
PT (1) PT1064294E (hu)
RU (1) RU2239640C2 (hu)
SI (1) SI1064294T1 (hu)
WO (1) WO1999045015A1 (hu)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2012211397B2 (en) * 2004-11-08 2015-09-17 Gem Pharmaceuticals, Llc Compositions and Processes for Preparing 13-Deoxy-Anthracyclines
US7244829B2 (en) 2004-11-08 2007-07-17 Gem Pharmaceuticals, Llc Compositions and processes for preparing 13-deoxy-anthracyclines
US7776832B2 (en) 2006-04-21 2010-08-17 Gem Pharmaceuticals, Llc Anticancer treatment with a combination of taxanes and 13-deoxyanthracyclines
US10450340B2 (en) 2017-02-16 2019-10-22 Monopar Therapeutics Inc. 3′-deamino-3′-(2″-pyrroline-1″-yl)-5-imino-13-deoxyanthracyclines and methods of preparation

Family Cites Families (26)

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GB1511559A (en) * 1975-09-26 1978-05-24 Farmaceutici Italia Anthracycline glycosides
US4088569A (en) * 1976-02-24 1978-05-09 Uop Inc. Mercaptan oxidation in a liquid hydrocarbon with a metal phthalocyanine catalyst
US4134903A (en) * 1976-08-07 1979-01-16 Societa Farmaceutici Italia S.P.A. Anthracycline ethers and their preparation
US4109076A (en) * 1977-09-08 1978-08-22 Sri International 5-iminodaunomycin
US4309503A (en) * 1978-02-09 1982-01-05 Farmitalia Carlo Erba S.P.A. Preparation of 11-deoxy anthracycline antibiotics
NL7900869A (nl) * 1978-02-09 1979-08-13 Erba Farmitalia Anthracyclinenantibiotica.
US4411834A (en) * 1978-02-09 1983-10-25 Farmitalia Carlo Erba, S.P.A. Preparation of II-deoxy anthracycline antibiotics
US4345070A (en) * 1980-09-29 1982-08-17 Farmitalia Carlo Erba S.P.A. Process for the preparation of 4'-deoxy-daunorubicin and 4'-deoxy-doxorubicin
US4353894A (en) * 1980-10-27 1982-10-12 Sri International 5-Iminodoxorubicin
US5138042A (en) * 1981-05-28 1992-08-11 Farmitalia Carlo Erba S.P.A. 6-deoxyanthracyclines
IT1210476B (it) * 1981-05-28 1989-09-14 Erba Farmitalia Antracicline.
GB8317037D0 (en) * 1983-06-23 1983-07-27 Erba Farmitalia 6-deoxyanthracyclines
ZA834867B (en) * 1982-07-20 1984-03-28 Stanford Res Inst Int Derivatives of morpholinyl daunorubicin and morpholinyl doxorubicin and analogues thereof
US4515720A (en) * 1983-03-11 1985-05-07 Oregon Graduate Center For Study & Research Method of synthesizing a late-stage intermediate to 11-deoxydaunorubicin and 11-deoxyadriamycin, and two precursors to the object intermediate
US4585859A (en) * 1983-05-24 1986-04-29 Sri International Analogues of morpholinyl daunorubicin and morpholinyl doxorubicin
JPS6133194A (ja) * 1984-07-25 1986-02-17 Sanraku Inc 新規アントラサイクリン抗生物質
US4591637A (en) * 1985-01-17 1986-05-27 Sri International Open chain-morpholino adriamycins
GB8617742D0 (en) * 1986-07-21 1986-08-28 Erba Farmitalia 6-amino anthracyclines
GB2196626B (en) * 1986-10-15 1990-09-19 Erba Farmitalia Antitumor anthracycline glycosides, their preparation, intermediates thereof, and compositions and use therefor
NZ224252A (en) * 1987-04-21 1991-09-25 Erba Carlo Spa An anthracycline glycoside and its preparation
GB8803076D0 (en) * 1988-02-10 1988-03-09 Erba Carlo Spa 3'-deamino-4'-deoxy-4'-amino anthracyclines
US5412081A (en) * 1989-02-07 1995-05-02 Farmitalia Carlo Erba S.R.L. New 4'-epi-4'-amino anthracyclines
GB2238540B (en) * 1989-11-29 1993-09-29 Erba Carlo Spa 13-deoxy-4'-deoxy-4'-iodoanthracyclines
JPH05247080A (ja) * 1992-02-28 1993-09-24 Mercian Corp 新規アントラサイクリン系抗生物質
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US5948896A (en) * 1997-08-13 1999-09-07 Gem Pharmaceuticals Processes for preparing 13-deoxy anthracycline derivatives

Also Published As

Publication number Publication date
EP1064294B1 (en) 2004-05-19
JP4615712B2 (ja) 2011-01-19
ID28174A (id) 2001-05-10
JP2002518293A (ja) 2002-06-25
CY1106306T1 (el) 2011-10-12
SI1064294T1 (en) 2004-12-31
KR20010034550A (ko) 2001-04-25
DK1064294T3 (da) 2004-09-27
CZ20003178A3 (cs) 2001-02-14
EP1064294A1 (en) 2001-01-03
IL138117A (en) 2006-08-20
AU767348B2 (en) 2003-11-06
RU2239640C2 (ru) 2004-11-10
IL138117A0 (en) 2001-10-31
CA2322424A1 (en) 1999-09-10
DE69917440T2 (de) 2005-06-09
CN1154652C (zh) 2004-06-23
DE69917440D1 (de) 2004-06-24
ES2222692T3 (es) 2005-02-01
US5942605A (en) 1999-08-24
ATE267206T1 (de) 2004-06-15
AU2982099A (en) 1999-09-20
HU228590B1 (en) 2013-04-29
PT1064294E (pt) 2004-09-30
KR100456088B1 (ko) 2004-11-08
HK1036070A1 (en) 2001-12-21
WO1999045015A1 (en) 1999-09-10
CN1299366A (zh) 2001-06-13
HUP0102518A3 (en) 2002-12-28
NZ507300A (en) 2005-02-25
BR9908387A (pt) 2002-12-31
CA2322424C (en) 2010-05-25
CZ301493B6 (cs) 2010-03-24

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Legal Events

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MM4A Lapse of definitive patent protection due to non-payment of fees