PL141866B1 - Method of obtaining 1,8-dihydroxy-10-ocyl-9-antrones - Google Patents

Method of obtaining 1,8-dihydroxy-10-ocyl-9-antrones Download PDF

Info

Publication number: PL141866B1
Authority: PL; Poland
Prior art keywords: dihydroxy; formula; anthrone; hours; acid chloride
Prior art date: 1983-05-18

Application number

PL1984247724A

Other languages

English (en)

Polish (pl)

Other versions

PL247724A1 (en

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

1987-09-30

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

1985-06-18 Publication of PL247724A1 publication Critical patent/PL247724A1/xx

1987-09-30 Publication of PL141866B1 publication Critical patent/PL141866B1/pl

Links

238000000034 method Methods 0.000 title claims description 18
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 22
OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 claims description 18
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 12
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 10
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims description 8
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 5
239000008096 xylene Substances 0.000 claims description 5
150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 4
239000002904 solvent Substances 0.000 claims description 4
238000003756 stirring Methods 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 3
125000004432 carbon atom Chemical group C* 0.000 claims description 3
239000011541 reaction mixture Substances 0.000 claims description 3
125000003944 tolyl group Chemical group 0.000 claims description 2
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
239000000203 mixture Substances 0.000 description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 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
AHZXFRRDQXXPJD-UHFFFAOYSA-N 10-butanoyl-1,8-dihydroxy-10h-anthracen-9-one Chemical compound C1=CC=C2C(C(=O)CCC)C3=CC=CC(O)=C3C(=O)C2=C1O AHZXFRRDQXXPJD-UHFFFAOYSA-N 0.000 description 1
SUJBUFGFNUEIRB-UHFFFAOYSA-N 2,6-dimethylpyridin-1-ium;chloride Chemical compound Cl.CC1=CC=CC(C)=N1 SUJBUFGFNUEIRB-UHFFFAOYSA-N 0.000 description 1
DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012535 impurity Substances 0.000 description 1
235000015110 jellies Nutrition 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
XGISHOFUAFNYQF-UHFFFAOYSA-N pentanoyl chloride Chemical compound CCCCC(Cl)=O XGISHOFUAFNYQF-UHFFFAOYSA-N 0.000 description 1
235000019271 petrolatum Nutrition 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
238000000746 purification Methods 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
239000002884 skin cream Substances 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)

PL1984247724A 1983-05-18 1984-05-17 Method of obtaining 1,8-dihydroxy-10-ocyl-9-antrones PL141866B1 (en)

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 (2)

Publication Number	Publication Date
PL247724A1 PL247724A1 (en)	1985-06-18
PL141866B1 true PL141866B1 (en)	1987-09-30

Family

ID=8517222

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
PL1984247724A PL141866B1 (en)	1983-05-18	1984-05-17	Method of obtaining 1,8-dihydroxy-10-ocyl-9-antrones

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
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
CH659464A5 (de)	1987-01-30
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

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PL141866B1 (en)	1987-09-30	Method of obtaining 1,8-dihydroxy-10-ocyl-9-antrones
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DE3336225C2 (xx)	1993-06-24
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DE1176660B (de)	1964-08-27	Verfahren zur Herstellung von triaryl-substituierten Imidazolinonen-4(5)
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DE3135728C2 (de)	1994-09-22	Verfahren zur Herstellung von Apovincaminsäureestern
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KR890001851B1 (ko)	1989-05-27	아미노알칸올에스테르의 신규 제조방법
EP0018732B1 (en)	1983-01-12	An alpha-methyl-4(2'-thienyl-carbonyl)phenyl acetic acid derivative, process for its preparation and its pharmaceutical use
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CS200213B2 (en)	1980-08-29	Method of preparing indazole derivatives
AT268323B (de)	1969-02-10	Verfahren zur Herstellung von neuen 3,1-Benzothiazin-Derivaten und ihren Salzen
EP0087656B1 (de)	1986-05-07	Verfahren zur Herstellung von 1-(4-Chlorbenzoyl)-5-methoxy-2-methyl-3-indolacetoxyessigsäure
Horn	1921	RESEARCHES ON PYRIMIDINES. XCI. ALKYLATION OF 2-MERCAPTO-PYRIMIDINES.
DE2361266A1 (de)	1974-07-18	Verfahren zur herstellung von desacetoxy-cephalosporansaeureverbindungen
KR810000854B1 (ko)	1981-08-10	벤즈아마이드 유도체의 제조방법
AT268300B (de)	1969-02-10	Verfahren zur Herstellung von neuen 3,1-Benzothiazin-Derivaten und ihren Salzen
RU1796619C (ru)	1993-02-23	N-фенацетил-N-этилдитиокарбаминова кислота в качестве промежуточного продукта дл синтеза тиазолиевых солей и способ получени тиазолиевых солей
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SU437284A1 (ru)	1974-07-25	Способ получени производных индено-пиридина