KR100668473B1 - 알파-디플루오로메틸 오르니틴(dfmo)의 제조 방법 - Google Patents

알파-디플루오로메틸 오르니틴(dfmo)의 제조 방법 Download PDF

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KR100668473B1
KR100668473B1 KR1020047002674A KR20047002674A KR100668473B1 KR 100668473 B1 KR100668473 B1 KR 100668473B1 KR 1020047002674 A KR1020047002674 A KR 1020047002674A KR 20047002674 A KR20047002674 A KR 20047002674A KR 100668473 B1 KR100668473 B1 KR 100668473B1
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compound
formula
alkyl
linear
branched
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KR20040064258A (ko
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주징양
채드윅스콧티.
프라이스벤자민에이.
자오섀넌엑스.
코스텔로캐리에이.
베미셰티푸루쇼탬
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스킨메디카, 인코포레이티드
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/26Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing carboxyl groups by reaction with HCN, or a salt thereof, and amines, or from aminonitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/01Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/24Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton
    • C07C255/29Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton containing cyano groups and acylated amino groups bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04Formation of amino groups in compounds containing carboxyl groups
    • C07C227/10Formation of amino groups in compounds containing carboxyl groups with simultaneously increasing the number of carbon atoms in the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/14Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
    • C07C227/16Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions not involving the amino or carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/14Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
    • C07C227/18Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/22Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from lactams, cyclic ketones or cyclic oximes, e.g. by reactions involving Beckmann rearrangement
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/38Separation; Purification; Stabilisation; Use of additives
    • C07C227/40Separation; Purification
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/38Separation; Purification; Stabilisation; Use of additives
    • C07C227/40Separation; Purification
    • C07C227/42Crystallisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/30Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/01Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/24Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton
    • C07C255/28Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton containing cyano groups, amino groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Hydrogenated Pyridines (AREA)
KR1020047002674A 2001-08-29 2002-08-23 알파-디플루오로메틸 오르니틴(dfmo)의 제조 방법 Expired - Fee Related KR100668473B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US31583201P 2001-08-29 2001-08-29
US60/315,832 2001-08-29
PCT/US2002/026990 WO2003020209A2 (en) 2001-08-29 2002-08-23 Processes for the production of alpha-difluoromethyl ornithine (dfmo)

Publications (2)

Publication Number Publication Date
KR20040064258A KR20040064258A (ko) 2004-07-16
KR100668473B1 true KR100668473B1 (ko) 2007-01-12

Family

ID=23226251

Family Applications (1)

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KR1020047002674A Expired - Fee Related KR100668473B1 (ko) 2001-08-29 2002-08-23 알파-디플루오로메틸 오르니틴(dfmo)의 제조 방법

Country Status (16)

Country Link
US (2) US6730809B2 (https=)
EP (1) EP1421058B1 (https=)
JP (1) JP2005501881A (https=)
KR (1) KR100668473B1 (https=)
CN (2) CN1279019C (https=)
AR (1) AR038450A1 (https=)
AT (1) ATE466836T1 (https=)
AU (1) AU2002331714B2 (https=)
BR (1) BR0212153A (https=)
CA (1) CA2457854C (https=)
DE (1) DE60236295D1 (https=)
IL (2) IL160314A0 (https=)
MX (1) MXPA04001837A (https=)
NZ (1) NZ531331A (https=)
RU (1) RU2004108856A (https=)
WO (1) WO2003020209A2 (https=)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7261878B2 (en) 2001-08-10 2007-08-28 The Gillette Company Reduction of hair growth
US6730809B2 (en) * 2001-08-29 2004-05-04 Women First Healthcare, Inc. Processes for the production of α-difluoromethyl ornithine (DFMO)
US7015349B2 (en) 2003-03-26 2006-03-21 The Gillette Company Reduction of hair growth
US20100120727A1 (en) * 2008-11-12 2010-05-13 Kyphia Pharmaceuticals, Inc. Eflornithine Prodrugs, Conjugates and Salts, and Methods of Use Thereof
US20130197088A1 (en) * 2010-03-12 2013-08-01 Robert A. Casero, JR. Compositions and Methods for Combinations of Oligoamines with 2-Difluoromethylornithine (DFMO)
JP2012116776A (ja) * 2010-11-30 2012-06-21 Kyoto Univ ホスホン酸ジエステル誘導体の製造法
CN103724218B (zh) * 2014-01-22 2015-08-12 呼伦贝尔东北阜丰生物科技有限公司 一种赖氨酸盐酸盐结晶新工艺
CN105017244A (zh) * 2014-04-16 2015-11-04 上海药明康德新药开发有限公司 顺反叔丁基-4-氧六氢化-1H-吡咯[3,4-c]吡啶-2(3H)-羧酸叔丁酯的合成方法
CA2976106A1 (en) * 2015-02-12 2016-08-18 The Arizona Board Of Regents On Behalf Of The University Of Arizona Methods for treating neuroblastoma
CN105660637B (zh) * 2016-01-07 2018-04-24 南京中医药大学 防治当归早薹的药物及其应用

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4201788A (en) 1976-10-20 1980-05-06 University Patents, Inc. Process for alleviating proliferative skin diseases
US4413141A (en) 1977-07-11 1983-11-01 Merrell Toraude Et Compagnie 2-(Difluoromethyl)-2,5-diaminopentanoic acid
US4309442A (en) 1977-07-11 1982-01-05 Merrell Toraude Et Compagnie Method for controlling fertility in mammals
US4421768A (en) 1982-08-11 1983-12-20 Merrell Toraude Et Compagnie Fluorinated diamino-heptene and-heptyne derivatives
US4720489A (en) 1984-10-15 1988-01-19 Douglas Shander Hair growth modification with ornithine decarboxylase inhibitors
CH672124A5 (en) 1987-07-03 1989-10-31 Lonza Ag 2-di:fluoromethyl-2-cyanoethyl malonic acid lower alkyl ester(s) - obtd. by reacting di:alkyl-malonate with acrylonitrile, then with chloro:fluoromethane in presence of alkali, etc
US5096911A (en) 1990-06-25 1992-03-17 Ahluwalia Gurpreet S Alteration of rate and character of hair growth
DE69128034T2 (de) 1990-08-14 1998-04-16 Handelman Joseph H Enzymatische änderung des haarwuchses
US5095007A (en) 1990-10-24 1992-03-10 Ahluwalia Gurpreet S Alteration of rate and character of hair growth
US5648394A (en) 1993-05-27 1997-07-15 Boxall; Brian Alfred Topical composition for inhibiting hair growth
US5851537A (en) 1996-02-02 1998-12-22 Cancer Technologies, Inc. Topical application of α-DFMO for preventing skin cancer
AU5526898A (en) 1996-12-13 1998-07-03 Ilex Oncology, Inc. Isomeric pharmaceutical formulation containing dfmo for the treatment of cancer
US6730809B2 (en) * 2001-08-29 2004-05-04 Women First Healthcare, Inc. Processes for the production of α-difluoromethyl ornithine (DFMO)

Also Published As

Publication number Publication date
RU2004108856A (ru) 2005-09-20
EP1421058B1 (en) 2010-05-05
AU2002331714B2 (en) 2007-11-01
WO2003020209A3 (en) 2004-03-04
IL160314A0 (en) 2004-07-25
CN1564806A (zh) 2005-01-12
CA2457854A1 (en) 2003-03-13
EP1421058A4 (en) 2006-02-08
CN1680293A (zh) 2005-10-12
US20040171876A1 (en) 2004-09-02
AR038450A1 (es) 2005-01-19
CN100478329C (zh) 2009-04-15
CA2457854C (en) 2006-10-31
IL160314A (en) 2009-11-18
JP2005501881A (ja) 2005-01-20
US6730809B2 (en) 2004-05-04
US7012158B2 (en) 2006-03-14
HK1083213A1 (zh) 2006-06-30
US20030083384A1 (en) 2003-05-01
CN1279019C (zh) 2006-10-11
EP1421058A2 (en) 2004-05-26
DE60236295D1 (de) 2010-06-17
WO2003020209A2 (en) 2003-03-13
KR20040064258A (ko) 2004-07-16
ATE466836T1 (de) 2010-05-15
BR0212153A (pt) 2004-07-13
NZ531331A (en) 2004-06-25
MXPA04001837A (es) 2005-04-19

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