DK137083A - Fremgangsmaade til fremstilling af 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholecalciferol og mellemprodukter til brug herved - Google Patents

Fremgangsmaade til fremstilling af 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholecalciferol og mellemprodukter til brug herved Download PDF

Info

Publication number: DK137083A
Authority: DK; Denmark
Prior art keywords: hexafluoro; dihydroxycholecalciferol; intermediates; 1alfa; hexafluor
Prior art date: 1981-07-27

Application number

DK137083A

Other languages

English (en)

Other versions

DK162282C (da

DK137083D0 (da

DK162282B (da

Inventor

Hector F Deluca

Yoko Tanaka

Nobuo Ikekawa

Yoshiro Kobayashi

Original Assignee

Wisconsin Alumni Res Found

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.)

1981-07-27

Filing date

1983-03-25

Publication date

1983-03-25

1983-03-25 Application filed by Wisconsin Alumni Res Found filed Critical Wisconsin Alumni Res Found

1983-03-25 Publication of DK137083A publication Critical patent/DK137083A/da

1983-03-25 Publication of DK137083D0 publication Critical patent/DK137083D0/da

1984-11-22 Priority to DK554084A priority Critical patent/DK165695C/da

1991-10-07 Publication of DK162282B publication Critical patent/DK162282B/da

1992-03-16 Application granted granted Critical

1992-03-16 Publication of DK162282C publication Critical patent/DK162282C/da

Links

239000000543 intermediate Substances 0.000 title abstract 2
GMRQFYUYWCNGIN-NKMMMXOESA-N calcitriol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@@H](CCCC(C)(C)O)C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C GMRQFYUYWCNGIN-NKMMMXOESA-N 0.000 title 1
150000001875 compounds Chemical class 0.000 abstract 2
LQSDJSDSYOWRNN-OLSVQSNTSA-N (3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-7,7,7-trifluoro-6-hydroxy-6-(trifluoromethyl)heptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-ol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@@H](CCCC(O)(C(F)(F)F)C(F)(F)F)C)[C@@]1(C)CC2 LQSDJSDSYOWRNN-OLSVQSNTSA-N 0.000 abstract 1
SLPMBWXFXYNFOD-SVYVOUITSA-N (8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-7,7,7-trifluoro-6-hydroxy-6-(trifluoromethyl)heptan-2-yl]-8,9,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one Chemical compound C1=CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@@H](CCCC(O)(C(F)(F)F)C(F)(F)F)C)[C@@]1(C)CC2 SLPMBWXFXYNFOD-SVYVOUITSA-N 0.000 abstract 1
229930003316 Vitamin D Natural products 0.000 abstract 1
QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 abstract 1
125000002252 acyl group Chemical group 0.000 abstract 1
239000011612 calcitriol Substances 0.000 abstract 1
239000003814 drug Substances 0.000 abstract 1
230000000694 effects Effects 0.000 abstract 1
230000003301 hydrolyzing effect Effects 0.000 abstract 1
230000001678 irradiating effect Effects 0.000 abstract 1
239000011710 vitamin D Substances 0.000 abstract 1
235000019166 vitamin D Nutrition 0.000 abstract 1
150000003710 vitamin D derivatives Chemical class 0.000 abstract 1
229940046008 vitamin d Drugs 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/001—Oxiranes

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Diabetes (AREA)
Hematology (AREA)
Obesity (AREA)
Nutrition Science (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Engineering & Computer Science (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Steroid Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

DK137083A 1981-07-27 1983-03-25 Analogifremgangsmaade til fremstilling af 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholecalciferoler samt 26,26,26-27,27,27-hexafluor-1alfa,3beta,25-trihydroxycholest-5,7-dien til anvendelse som udgangsmateriale ved fremgangsmaaden DK162282C (da)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
DK554084A DK165695C (da)	1981-07-27	1984-11-22	26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholesterol

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US28679081		1981-07-27
US06/286,790 US4358406A (en)	1981-07-27	1981-07-27	26,26,26,27,27,27-Hexafluoro-1α,25-dihydroxycholecalciferol and process for preparing same
US8200909		1982-07-06
PCT/US1982/000909 WO1983000335A1 (en)	1981-07-27	1982-07-06	26,26,26,27,27,27-HEXAFLUORO-1'alpha',25-DIHYDROXYCHOLECALCIFEROL AND PROCESS FOR PREPARING SAME

Publications (4)

Publication Number	Publication Date
DK137083A true DK137083A (da)	1983-03-25
DK137083D0 DK137083D0 (da)	1983-03-25
DK162282B DK162282B (da)	1991-10-07
DK162282C DK162282C (da)	1992-03-16

Family

ID=23100174

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
DK137083A DK162282C (da)	1981-07-27	1983-03-25	Analogifremgangsmaade til fremstilling af 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholecalciferoler samt 26,26,26-27,27,27-hexafluor-1alfa,3beta,25-trihydroxycholest-5,7-dien til anvendelse som udgangsmateriale ved fremgangsmaaden
DK554084A DK165695C (da)	1981-07-27	1984-11-22	26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholesterol

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
DK554084A DK165695C (da)	1981-07-27	1984-11-22	26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholesterol

Country Status (14)

Country	Link
US (1)	US4358406A (da)
JP (1)	JPS58501176A (da)
AU (2)	AU552210B2 (da)
BE (1)	BE893943A (da)
CH (2)	CH655307A5 (da)
DE (2)	DE3248900T1 (da)
DK (2)	DK162282C (da)
FR (1)	FR2510566B1 (da)
GB (2)	GB2102806B (da)
IE (2)	IE54370B1 (da)
IL (5)	IL66351A (da)
IT (1)	IT1157309B (da)
NL (1)	NL8220265A (da)
WO (1)	WO1983000335A1 (da)

Families Citing this family (34)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4634692A (en) *	1981-08-28	1987-01-06	Hoffmann-La Roche Inc.	Synthesis of 1α,25-dihydroxy-24R-fluorocholecalciferol and 1α,25-dihydroxy-24S-fluorocholecalciferol
US4411833A (en) *	1982-05-26	1983-10-25	Wisconsin Alumni Research Foundation	Method for preparing 26,26,26,27,27,27-hexafluoro-1α,25-dihydroxycholesterol
US4448726A (en) *	1983-05-11	1984-05-15	Wisconsin Alumni Research Foundation	Ring A- and triene-modified vitamin D compounds
US4613594A (en) *	1984-11-16	1986-09-23	Hoffmann-La Roche Inc.	Fluorinated vitamin D3 compounds
ZA859138B (en) *	1984-12-19	1986-08-27	Hoffmann La Roche	Cholecalciferol derivatives
EP0205025A1 (en) *	1985-05-27	1986-12-17	Sumitomo Pharmaceuticals Company, Limited	Fluorine derivatives of vitamin D3 and cell differentiation-inducing agents containing the same as an active ingredient
US4619920A (en) *	1985-09-16	1986-10-28	Wisconsin Alumni Research Foundation	26,26,26,27,27-pentafluoro-1α-hydroxy-27-methoxyvitamin D3
CA1314872C (en)	1986-04-25	1993-03-23	Toshio Nishizawa	Fluorine derivatives of vitamin d _and process for producing the same
JPH0764804B2 (ja) *	1986-04-25	1995-07-12	住友製薬株式会社	活性型ビタミンｄ３のフッ素誘導体
US4853378A (en) *	1986-10-20	1989-08-01	Sumitomo Chemical Company, Limited	Fluorine derivatives of vitamin D3 and process for producing the same
US4804502A (en) *	1988-01-20	1989-02-14	Hoffmann-La Roche Inc.	Vitamin D compounds
US5316770A (en) *	1989-02-16	1994-05-31	University Of Georgia Research Foundation, Inc.	Vitamin D derivative feed compositions and methods of use
WO1990009179A1 (en) *	1989-02-16	1990-08-23	University Of Georgia Research Foundation, Inc.	Treatment of tibial dyschondroplasia
US5366736A (en) *	1989-02-16	1994-11-22	University Of Georgia Research Foundation, Inc.	Vitamin D derivative feed compositions and methods of use
CA2102210C (en) *	1991-05-06	1998-08-04	Mark Benson Andon	Combined calcium and vitamin d supplements
CA2096105A1 (en) *	1992-10-07	1994-04-08	Enrico Giuseppe Baggiolini (Deceased)	Vitamin d3 fluorinated analogs
US5753638A (en) *	1992-10-07	1998-05-19	Hoffmann-La Roche Inc.	Method of treating hyperproliferative skin disease with Vitamin D3 fluorinated analogs
DE69327906T2 (de) *	1992-10-16	2000-10-05	Chugai Seiyaku K.K., Tokio/Tokyo	Vitamin-d-derivat und verfahren zu seiner herstellung
BR9405735A (pt) *	1993-02-19	1995-12-05	Wisconsin Alumni Res Found	Uso de 26,26,26,27,27,27-hexaflúor-1-alfa 25-dihidróxi colecalciferol para o tratamento de distúrbios do metabolismo do cálcio
US5547947A (en) *	1993-03-11	1996-08-20	Hoffmann-La Roche Inc.	Methods of treatment
US5428029A (en) *	1993-11-24	1995-06-27	Hoffmann-La Roche Inc.	Vitamin D3 fluorinated analogs
KR20010043558A (ko) *	1998-05-13	2001-05-25	한센 핀 베네드, 안네 제헤르, 웨이콥 마리안느	감수분열 조절 화합물
US6080879A (en) *	1998-05-19	2000-06-27	Tetrionics, Inc.	Hexafluoro-vitamin synthesis and crystallization method, solvent and product
CA2710954C (en) *	2007-12-28	2015-07-21	Wisconsin Alumni Research Foundation	(20s)-23,23-difluoro-2-methylene-19-nor-bishomopregnacalciferol-vitamin d analogs
CA2981549A1 (en)	2009-01-27	2010-08-05	Berg Llc	Vitamin d3 and analogs thereof for alleviating side effects associated with chemotherapy
CN106265695B (zh)	2009-08-14	2021-05-07	博格有限责任公司	用于治疗脱发的维生素d3及其类似物
CA2848212C (en) *	2011-09-08	2022-03-29	Sage Therapeutics, Inc.	Neuroactive steroids, compositions, and uses thereof
CN112156097A (zh)	2013-05-29	2021-01-01	博格有限责任公司	使用维生素d预防或减轻化疗诱发的脱发
ES2536256B2 (es)	2013-11-20	2016-02-01	Universidade De Santiago De Compostela	Análogos de vitamina d con interés farmacéutico
EP3828194B1 (en)	2015-07-06	2025-04-16	Sage Therapeutics, Inc.	Oxysterols and methods of use thereof
SMT202200300T1 (it)	2016-04-01	2022-09-14	Sage Therapeutics Inc	Ossisteroli e relativi metodi d'uso
ES2935057T3 (es)	2016-09-30	2023-03-01	Sage Therapeutics Inc	C7 oxisteroles sustituidos y estos compuestos para su uso como moduladores de la NMDA
RU2019115113A (ru)	2016-10-18	2020-11-24	Сейдж Терапьютикс, Инк.	Оксистеролы и способы их применения
CN111960938B (zh) *	2020-08-20	2022-06-17	甘肃皓天医药科技有限责任公司	用于制备氟骨化醇的中间体的制备方法及其应用

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IL45897A (en) *	1974-10-22	1978-12-17	Yeda Res & Dev	Process for the preparation of 1 hydroxy-provitamin d3
US4199518A (en) *	1978-03-30	1980-04-22	Diamond Shamrock Corporation	1α,3β-Dihydroxy-steroid-5-enes from 1α,2α-epoxy-steroid-4,6-dien-3-ones
PH16989A (en) *	1978-11-07	1984-05-04	Res Inst Medicine Chem	Process for the preparation of 1-hydroxylated vitamin d compounds
US4226788A (en) *	1979-03-28	1980-10-07	Wisconsin Alumni Research Foundation	24,24-Difluoro-1α,25-dihydroxycholecalciferol
US4248791A (en) *	1980-02-04	1981-02-03	Wisconsin Alumni Research Foundation	25-Hydroxy-26,26,26,27,27,27-hexafluorocholecalciferol

1981
- 1981-07-27 US US06/286,790 patent/US4358406A/en not_active Expired - Lifetime
1982
- 1982-07-06 NL NL8220265A patent/NL8220265A/nl not_active Application Discontinuation
- 1982-07-06 DE DE823248900T patent/DE3248900T1/de active Granted
- 1982-07-06 DE DE3250034A patent/DE3250034C2/de not_active Expired - Lifetime
- 1982-07-06 AU AU87605/82A patent/AU552210B2/en not_active Ceased
- 1982-07-06 WO PCT/US1982/000909 patent/WO1983000335A1/en not_active Ceased
- 1982-07-06 CH CH1788/83A patent/CH655307A5/de not_active IP Right Cessation
- 1982-07-06 JP JP57502411A patent/JPS58501176A/ja active Granted
- 1982-07-06 CH CH2891/85A patent/CH656134A5/de not_active IP Right Cessation
- 1982-07-19 IL IL66351A patent/IL66351A/xx not_active IP Right Cessation
- 1982-07-19 IL IL76090A patent/IL76090A/xx not_active IP Right Cessation
- 1982-07-19 IL IL76091A patent/IL76091A/xx not_active IP Right Cessation
- 1982-07-26 IT IT22574/82A patent/IT1157309B/it active
- 1982-07-26 IE IE1226/89A patent/IE54370B1/en not_active IP Right Cessation
- 1982-07-26 GB GB08221573A patent/GB2102806B/en not_active Expired
- 1982-07-26 IE IE1797/82A patent/IE54369B1/en not_active IP Right Cessation
- 1982-07-26 FR FR8212994A patent/FR2510566B1/fr not_active Expired
- 1982-07-26 BE BE0/208679A patent/BE893943A/fr not_active IP Right Cessation
1983
- 1983-03-25 DK DK137083A patent/DK162282C/da not_active IP Right Cessation
- 1983-04-27 GB GB08311517A patent/GB2118556B/en not_active Expired
1984
- 1984-11-22 DK DK554084A patent/DK165695C/da not_active IP Right Cessation
1985
- 1985-08-14 IL IL76091A patent/IL76091A0/xx unknown
- 1985-08-14 IL IL76090A patent/IL76090A0/xx unknown
1986
- 1986-07-25 AU AU60560/86A patent/AU586267B2/en not_active Ceased

Also Published As

Publication number	Publication date
DE3250034C2 (da)	1991-02-28
AU586267B2 (en)	1989-07-06
AU6056086A (en)	1986-12-18
AU8760582A (en)	1983-03-17
WO1983000335A1 (en)	1983-02-03
DK554084D0 (da)	1984-11-22
DE3248900C2 (da)	1990-12-13
GB2118556B (en)	1985-02-27
IL66351A0 (en)	1982-11-30
DK162282C (da)	1992-03-16
BE893943A (fr)	1982-11-16
IE891226L (en)	1983-01-27
IE54369B1 (en)	1989-09-13
IL76090A (en)	1987-12-31
DE3248900T1 (de)	1983-07-07
DK137083D0 (da)	1983-03-25
IL66351A (en)	1987-12-31
DK554084A (da)	1984-11-22
DK165695B (da)	1993-01-04
GB2102806B (en)	1985-02-27
DK165695C (da)	1993-06-07
IE54370B1 (en)	1989-09-13
CH655307A5 (de)	1986-04-15
GB2118556A (en)	1983-11-02
GB2102806A (en)	1983-02-09
IL76090A0 (en)	1985-12-31
GB8311517D0 (en)	1983-06-02
FR2510566B1 (fr)	1985-06-28
IT1157309B (it)	1987-02-11
NL8220265A (nl)	1983-06-01
DK162282B (da)	1991-10-07
JPS58501176A (ja)	1983-07-21
IL76091A (en)	1987-12-31
IL76091A0 (en)	1985-12-31
JPH0348903B2 (da)	1991-07-25
AU552210B2 (en)	1986-05-22
IE821797L (en)	1983-01-27
IT8222574A0 (it)	1982-07-26
FR2510566A1 (fr)	1983-02-04
US4358406A (en)	1982-11-09
CH656134A5 (de)	1986-06-13

Legal Events

Date	Code	Title	Description
1986-03-17	PBP	Patent lapsed

Publication	Publication Date	Title
DK137083A (da)	1983-03-25	Fremgangsmaade til fremstilling af 26,26,26,27,27,27-hexafluor-1alfa,25-dihydroxycholecalciferol og mellemprodukter til brug herved
NO161406C (no)	1989-08-16	Fremgangsmaate og apparat for undersoekelse av en grunnformasjon som gjennomtrenges av et borehull.
MX161304A (es)	1990-09-06	Metodo para fijar una valvula cardiaca de tejido natural,para su implantacion
ES508637A0 (es)	1982-11-16	"procedimiento de preparacion de sulfato aldehido d-fenilalanil-l-arginina".
ES503600A0 (es)	1983-02-16	Un procedimiento para la preparacion de siliconas compuestas curables por radiacion ultravioleta.
NO871493L (no)	1987-10-23	Fremgangsmaate og apparat for undersoekelse av en grunnformasjon som gjennomtrenges av et borehull.
DK234780A (da)	1980-12-01	6beta,7beta,15,16-dimethylen-1,4-androstadien-3-oner fremgangsmaade til fremstilling heraf og anvendelsen heraf som laegemiddel
ES514633A0 (es)	1983-06-16	"metodo de preparar compuestos esteroidicos antiinflamatorios".
ES274755Y (es)	1984-11-16	Manguito de sutura eliptico para valvula cardiaca protetica
DK8685A (da)	1985-01-08	Fremgangsmaade til fremstilling af 1alfa,25-hydroxylerede vitamin d2-og beslaegtede forbindelser
MX158898A (es)	1989-03-29	Metodo para preparar 2,4-dini-trotolueno esencialmente puro
DK559887A (da)	1988-05-29	Fremgangsmaade til fremstilling af carbinolderivater
DE3368626D1 (en)	1987-02-05	Cyclohexane-1,3-dione derivatives, process for their preparation and their use in the control of undesirable plant growth
AR230283A1 (es)	1984-03-01	Un procedimiento para la preparacion de un derivado de 4a,9b-trans-hexahidro-ih-piridoindol enantiomerico(+)o racemico(=)
ES521198A0 (es)	1984-01-01	Procedimiento para la preparacion de derivados de oxindol.
ES268501Y (es)	1983-12-01	Brida para elementos tubulares.
MX155561A (es)	1988-03-25	Procedimiento para la obtencion de derivados de fenetanolamina
AU6716681A (en)	1981-08-20	Apparatus for expanding tubular members
IT7924532A0 (it)	1979-07-20	Procedimento per la preparazione di confetture.
FI855017A7 (fi)	1986-06-20	Menetelmä 26,26,26-trifluor-1 ,25 -dihydroksikolekalsiferolin valmistamiseksi.
ES551500A0 (es)	1987-03-16	Un procedimiento para la preparacion de nuevas 4(3h)-piri-midonas 2,5 disustituidas
ES516938A0 (es)	1983-11-01	Metodo para la preparacion de compuestos 3-desoxi ftalimidinicos.
IT8125150A0 (it)	1981-11-18	Dispositivo per l'azionamento sequenziale di organi comandati.
MX153593A (es)	1986-12-01	Procedimiento para producir sulfato de hidroxilamina
DK400283A (da)	1983-10-20	Analogifremgangsmaade til fremstilling af 4'-deoxy-4'-ioddoxorubicin