CH659464A5 - Verfahren zur herstellung von 1,8-dihydroxy-10-acyl-9-anthronen. - Google Patents

Verfahren zur herstellung von 1,8-dihydroxy-10-acyl-9-anthronen. Download PDF

Info

Publication number: CH659464A5
Authority: CH; Switzerland
Prior art keywords: dihydroxy; acyl; anthrone; acid chloride; anthrones
Prior art date: 1983-05-18

Application number

CH2431/84A

Other languages

German (de)

English (en)

Inventor

Pekka Juhani Kairisalo

Aino Kyllikki Pippuri

Erkki Juhani Honkanen

Original Assignee

Orion Yhtymae Oy

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.)

1983-05-18

Filing date

1984-05-17

Publication date

1987-01-30

1984-05-17 Application filed by Orion Yhtymae Oy filed Critical Orion Yhtymae Oy

1987-01-30 Publication of CH659464A5 publication Critical patent/CH659464A5/de

Links

238000004519 manufacturing process Methods 0.000 title 1
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 21
238000000034 method Methods 0.000 claims description 16
OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 claims description 15
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 6
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
NUZWLKWWNNJHPT-UHFFFAOYSA-N anthralin Chemical compound C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O NUZWLKWWNNJHPT-UHFFFAOYSA-N 0.000 claims description 6
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 3
239000012188 paraffin wax Substances 0.000 claims description 3
239000008096 xylene Substances 0.000 claims description 3
125000000217 alkyl group Chemical group 0.000 claims description 2
125000004432 carbon atom Chemical group C* 0.000 claims description 2
150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 2
229940057995 liquid paraffin Drugs 0.000 claims description 2
239000004200 microcrystalline wax Substances 0.000 claims description 2
235000019808 microcrystalline wax Nutrition 0.000 claims description 2
239000008194 pharmaceutical composition Substances 0.000 claims description 2
238000002360 preparation method Methods 0.000 claims description 2
239000011541 reaction mixture Substances 0.000 claims description 2
239000007787 solid Substances 0.000 claims description 2
239000002904 solvent Substances 0.000 claims description 2
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical compound ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 claims 1
229950011008 tetrachloroethylene Drugs 0.000 claims 1
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
239000000203 mixture Substances 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
150000001875 compounds Chemical class 0.000 description 3
201000004681 Psoriasis Diseases 0.000 description 2
238000009835 boiling Methods 0.000 description 2
229960002311 dithranol Drugs 0.000 description 2
XGISHOFUAFNYQF-UHFFFAOYSA-N pentanoyl chloride Chemical compound CCCCC(Cl)=O XGISHOFUAFNYQF-UHFFFAOYSA-N 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
UYKMGHUKSVDIFU-UHFFFAOYSA-N 1,8-dihydroxy-10-pentanoyl-10h-anthracen-9-one Chemical compound C1=CC=C2C(C(=O)CCCC)C3=CC=CC(O)=C3C(=O)C2=C1O UYKMGHUKSVDIFU-UHFFFAOYSA-N 0.000 description 1
KRTYVWKREPCSNP-UHFFFAOYSA-N 1,8-dihydroxy-10-propanoyl-10h-anthracen-9-one Chemical compound C1=CC=C2C(C(=O)CC)C3=CC=CC(O)=C3C(=O)C2=C1O KRTYVWKREPCSNP-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 description 1
230000000711 cancerogenic effect Effects 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
231100000315 carcinogenic Toxicity 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
229940079593 drug Drugs 0.000 description 1
239000003814 drug Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000000499 gel Substances 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000000047 product Substances 0.000 description 1
RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000002884 skin cream Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
229940099259 vaseline Drugs 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/723—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups polycyclic
- C07C49/727—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups polycyclic a keto group being part of a condensed ring system
- C07C49/737—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups polycyclic a keto group being part of a condensed ring system having three rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Dermatology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Engineering & Computer Science (AREA)
Life Sciences & Earth Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Pyridine Compounds (AREA)
Cosmetics (AREA)
Compositions Of Macromolecular Compounds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

CH2431/84A 1983-05-18 1984-05-17 Verfahren zur herstellung von 1,8-dihydroxy-10-acyl-9-anthronen. CH659464A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FI831739A FI66585C (fi)	1983-05-18	1983-05-18	Foerfarande foer framstaellning av saerskilt vid behandling avsoriasis anvaendbara 1,8-dihydroxi-10-acyl-9-antroner

Publications (1)

Publication Number	Publication Date
CH659464A5 true CH659464A5 (de)	1987-01-30

Family

ID=8517222

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH2431/84A CH659464A5 (de)	1983-05-18	1984-05-17	Verfahren zur herstellung von 1,8-dihydroxy-10-acyl-9-anthronen.

Country Status (31)

Country	Link
JP (1)	JPS59212443A (xx)
KR (1)	KR840009059A (xx)
AU (1)	AU560079B2 (xx)
BE (1)	BE899334A (xx)
CA (1)	CA1212943A (xx)
CH (1)	CH659464A5 (xx)
CS (1)	CS256379B2 (xx)
DD (1)	DD223702A5 (xx)
DE (1)	DE3418382A1 (xx)
DK (1)	DK154207C (xx)
ES (1)	ES531760A0 (xx)
FI (1)	FI66585C (xx)
FR (1)	FR2546162B1 (xx)
GB (1)	GB2140007B (xx)
GR (1)	GR79971B (xx)
HU (1)	HUT36076A (xx)
IL (1)	IL71446A (xx)
IN (1)	IN156115B (xx)
IS (1)	IS2902A7 (xx)
IT (1)	IT1173473B (xx)
LU (1)	LU85292A1 (xx)
NL (1)	NL8401074A (xx)
NO (1)	NO157099C (xx)
NZ (1)	NZ207592A (xx)
PH (1)	PH20038A (xx)
PL (1)	PL141866B1 (xx)
PT (1)	PT78603B (xx)
SE (1)	SE453827B (xx)
SU (1)	SU1240351A3 (xx)
YU (1)	YU81784A (xx)
ZA (1)	ZA842223B (xx)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2492372A1 (fr) *	1980-10-21	1982-04-23	Cird	Dihydroxy-1,8 anthrones-9 substituees en position 10 et leur utilisation en medecine humaine ou veterinaire et en cosmetique
US4843097A (en) *	1984-06-13	1989-06-27	Groupement D'interet Economique Dit: Centre International De Recherches Dermatologiques C.I.R.D.	10-aryl-1,8-dihydroxy-9-anthrones and their esters, process for preparing same, and use of same in human and veterinary medicine and in cosmetics
FR2591222B1 (fr) *	1985-12-11	1988-07-22	Cird	Mono, di et tri-esters de dihydroxy-1,8 phenyl-10 anthrone-9 ou anthranol-9, leur procede de preparation et leur utilisation en medecine humaine ou veterinaire et en cosmetique
FR2566772B1 (fr) *	1984-06-29	1986-11-14	Cird	Diacyloxy-1,8 acyl-10 anthrones, leur procede de preparation et leur utilisation en medecine humaine ou veterinaire et en cosmetique
FR2580631B1 (fr) *	1985-04-17	1987-05-29	Cird	Hydroxy-1 acyloxy-8 acyl-10 anthrones, leur procede de preparation et leur utilisation en medecine humaine ou veterinaire et en cosmetique
AU660718B2 (en) *	1991-10-04	1995-07-06	Fisher & Paykel Healthcare Limited	Improvements in or relating to humidifiers
DE4231636A1 (de) *	1992-09-22	1994-03-24	Beiersdorf Ag	Neue in 10-Stellung substituierte Anthron- und Anthracen-Derivate, Verfahren zu deren Herstellung, diese Verbindungen enthaltende pharmazeutische oder kosmetische Mittel und deren Verwendung
US5426197A (en) *	1993-07-19	1995-06-20	Teva Pharmaceutical Industries, Ltd.	10-substituted 1,8-dihydroxy-9(10H) anthracenone pharmaceuticals

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FI57743C (fi) *	1979-03-29	1980-10-10	Orion Yhtymae Oy	Foerfarande foer framstaellning av nya 1,8-dihydroxi-10-acyl-9-antroner mot psoriasis

1983
- 1983-05-18 FI FI831739A patent/FI66585C/fi not_active IP Right Cessation
1984
- 1984-03-22 NZ NZ207592A patent/NZ207592A/en unknown
- 1984-03-22 AU AU25998/84A patent/AU560079B2/en not_active Ceased
- 1984-03-23 IT IT20213/84A patent/IT1173473B/it active
- 1984-03-26 ZA ZA842223A patent/ZA842223B/xx unknown
- 1984-03-29 IN IN209/CAL/84A patent/IN156115B/en unknown
- 1984-03-30 DK DK173584A patent/DK154207C/da active IP Right Grant
- 1984-04-04 GB GB08408666A patent/GB2140007B/en not_active Expired
- 1984-04-04 NL NL8401074A patent/NL8401074A/nl not_active Application Discontinuation
- 1984-04-05 BE BE0/212698A patent/BE899334A/fr not_active IP Right Cessation
- 1984-04-05 GR GR74318A patent/GR79971B/el unknown
- 1984-04-05 IS IS2902A patent/IS2902A7/is unknown
- 1984-04-05 IL IL71446A patent/IL71446A/xx not_active IP Right Cessation
- 1984-04-06 LU LU85292A patent/LU85292A1/fr unknown
- 1984-04-18 ES ES531760A patent/ES531760A0/es active Granted
- 1984-04-18 CS CS842911A patent/CS256379B2/cs unknown
- 1984-04-27 KR KR1019840002278A patent/KR840009059A/ko not_active Application Discontinuation
- 1984-05-02 FR FR8406790A patent/FR2546162B1/fr not_active Expired
- 1984-05-04 JP JP59090047A patent/JPS59212443A/ja active Pending
- 1984-05-08 SU SU843735603A patent/SU1240351A3/ru active
- 1984-05-10 YU YU00817/84A patent/YU81784A/xx unknown
- 1984-05-16 PH PH30686A patent/PH20038A/en unknown
- 1984-05-16 NO NO841965A patent/NO157099C/no unknown
- 1984-05-16 SE SE8402649A patent/SE453827B/sv not_active IP Right Cessation
- 1984-05-17 PL PL1984247724A patent/PL141866B1/pl unknown
- 1984-05-17 CA CA000454593A patent/CA1212943A/en not_active Expired
- 1984-05-17 DD DD84263131A patent/DD223702A5/de unknown
- 1984-05-17 HU HU841908A patent/HUT36076A/hu unknown
- 1984-05-17 DE DE19843418382 patent/DE3418382A1/de not_active Withdrawn
- 1984-05-17 PT PT78603A patent/PT78603B/pt unknown
- 1984-05-17 CH CH2431/84A patent/CH659464A5/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
FI831739A0 (fi)	1983-05-18
DK173584D0 (da)	1984-03-30
CA1212943A (en)	1986-10-21
FR2546162B1 (fr)	1987-01-30
SE8402649L (sv)	1984-11-19
PT78603A (en)	1984-06-01
IL71446A (en)	1987-01-30
NZ207592A (en)	1986-11-12
GB2140007B (en)	1986-04-09
NO157099B (no)	1987-10-12
ZA842223B (en)	1984-11-28
SE453827B (sv)	1988-03-07
PL141866B1 (en)	1987-09-30
ES8505167A1 (es)	1985-05-16
ES531760A0 (es)	1985-05-16
IT8420213A0 (it)	1984-03-23
CS256379B2 (en)	1988-04-15
FI66585C (fi)	1984-11-12
PL247724A1 (en)	1985-06-18
IS2902A7 (is)	1984-06-07
IL71446A0 (en)	1984-07-31
DE3418382A1 (de)	1984-11-22
YU81784A (en)	1986-10-31
DK173584A (da)	1984-11-19
DD223702A5 (de)	1985-06-19
PT78603B (en)	1986-06-26
IT1173473B (it)	1987-06-24
BE899334A (fr)	1984-07-31
GB8408666D0 (en)	1984-05-16
GR79971B (xx)	1984-10-31
LU85292A1 (fr)	1984-10-26
NO157099C (no)	1988-01-20
SU1240351A3 (ru)	1986-06-23
GB2140007A (en)	1984-11-21
FR2546162A1 (fr)	1984-11-23
SE8402649D0 (sv)	1984-05-16
IN156115B (xx)	1985-05-18
FI66585B (fi)	1984-07-31
AU2599884A (en)	1984-11-22
CS291184A2 (en)	1987-08-13
KR840009059A (ko)	1984-12-24
DK154207C (da)	1989-03-13
PH20038A (en)	1986-09-04
NL8401074A (nl)	1984-12-17
NO841965L (no)	1984-11-19
AU560079B2 (en)	1987-03-26
HUT36076A (en)	1985-08-28
JPS59212443A (ja)	1984-12-01
DK154207B (da)	1988-10-24

Legal Events

Date	Code	Title	Description
1990-01-31	PL	Patent ceased
2024-10-31	PL	Patent ceased

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DE69818495T2 (de)	2004-07-01	Trennung von aminen
DE3141198A1 (de)	1982-06-03	4,5-polymethylen-4-isothiazolin-3-one, verfahren zu deren herstellung und ihre verwendung als bakterizide und fungizide mittel
CH659464A5 (de)	1987-01-30	Verfahren zur herstellung von 1,8-dihydroxy-10-acyl-9-anthronen.
DE2202689A1 (de)	1972-08-03	Neue Zwischenprodukte der Vitamin-A-Synthese
DE2251097B2 (de)	1978-02-16	Verfahren zur gewinnung eines gemisches von (+)-cis- und (+)-trans-chrysanthemummonocarbonsaeure
DE1912941C3 (de)	1980-06-26	1 -Phenyl^-amino-e-methoxypyridaziniumsalze
DE2942140A1 (de)	1980-04-30	Verfahren zur herstellung substituierter pyrroldiester
DE1301312B (de)	1969-08-21	Verfahren zur Herstellung von Pyrryl-(2)-acetonitrilen
EP0271761A1 (de)	1988-06-22	Verfahren zur Isolierung von Isothiazolinonderivaten
DD249479A5 (de)	1987-09-09	Verfahren zur herstellung von propionamidin-derivaten
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CH631991A5 (de)	1982-09-15	Verfahren zur herstellung von triorganozinnhalogeniden.
DE1292664B (de)	1969-04-17	1, 2, 3, 5, 6-Pentathiacycloheptan, Verfahren zu dessen Herstellung und Verwendung
DE4107121C1 (xx)	1992-06-11
DE1092932B (de)	1960-11-17	Verfahren zur Herstellung amoebicid wirksamer N-Dichloracet-oxy-anilid-Ester
EP0049498A1 (de)	1982-04-14	Organische Reste enthaltende Aluminiumverbindungen, Transpiration hemmende Mittel, die diese Verbindungen als Wirkstoffe enthalten sowie Verwendung dieser Mittel zur Hemmung der Transpiration
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