LV10960B - Process for preparation of intermediate products - Google Patents

Process for preparation of intermediate products Download PDF

Info

Publication number: LV10960B
Authority: LV; Latvia
Prior art keywords: hjih; quot; mji; hydrogen; okch
Prior art date: 1985-04-04

Application number

LVP-93-818A

Other languages

English (en)

Latvian (lv)

Other versions

LV10960A (lv

Inventor

Paul Hakan Andersson

Per Ture Andersson

Bengt Ingemar Axelsson

Bror Arne Thalen

Jan William Trofast

Original Assignee

Draco Ab

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.)

1985-04-04

Filing date

1993-06-30

Publication date

1996-08-20

1993-06-30 Application filed by Draco Ab filed Critical Draco Ab

1995-12-20 Publication of LV10960A publication Critical patent/LV10960A/xx

1996-08-20 Publication of LV10960B publication Critical patent/LV10960B/lv

Links

238000000034 method Methods 0.000 title claims abstract 4
239000013067 intermediate product Substances 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract description 8
125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract 11
229910052739 hydrogen Inorganic materials 0.000 claims abstract 10
239000001257 hydrogen Substances 0.000 claims abstract 10
125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract 4
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 4
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract 4
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract 4
229910052794 bromium Inorganic materials 0.000 claims abstract 4
229910052801 chlorine Inorganic materials 0.000 claims abstract 4
239000000460 chlorine Substances 0.000 claims abstract 4
229910052731 fluorine Inorganic materials 0.000 claims abstract 4
239000011737 fluorine Substances 0.000 claims abstract 4
229920006395 saturated elastomer Polymers 0.000 claims abstract 3
230000002378 acidificating effect Effects 0.000 claims 2
239000003054 catalyst Substances 0.000 claims 2
125000004432 carbon atom Chemical group C* 0.000 abstract 4
125000000217 alkyl group Chemical group 0.000 abstract 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
125000003545 alkoxy group Chemical group 0.000 abstract 1
125000004429 atom Chemical group 0.000 abstract 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
125000004093 cyano group Chemical group *C#N 0.000 abstract 1
125000004122 cyclic group Chemical group 0.000 abstract 1
230000000694 effects Effects 0.000 abstract 1
229910052736 halogen Inorganic materials 0.000 abstract 1
125000005843 halogen group Chemical group 0.000 abstract 1
150000002367 halogens Chemical class 0.000 abstract 1
125000000623 heterocyclic group Chemical group 0.000 abstract 1
230000004968 inflammatory condition Effects 0.000 abstract 1
239000000543 intermediate Substances 0.000 abstract 1
-1 nitro, carboxy Chemical group 0.000 abstract 1
229910052760 oxygen Inorganic materials 0.000 abstract 1
239000000825 pharmaceutical preparation Substances 0.000 abstract 1
229930195734 saturated hydrocarbon Natural products 0.000 abstract 1
229910052717 sulfur Inorganic materials 0.000 abstract 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
229910000027 potassium carbonate Inorganic materials 0.000 description 3
235000015320 potassium carbonate Nutrition 0.000 description 3
HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 2
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
101150096418 Mepe gene Proteins 0.000 description 2
241000269435 Rana <genus> Species 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
210000000988 bone and bone Anatomy 0.000 description 2
AUZONCFQVSMFAP-UHFFFAOYSA-N disulfiram Chemical compound CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 description 2
XWPCYYOZOJKYKQ-UHFFFAOYSA-N 1-(2-chloroethyl)-3-[2-[2-[[2-chloroethyl(nitroso)carbamoyl]amino]ethyldisulfanyl]ethyl]-1-nitrosourea Chemical compound ClCCN(N=O)C(=O)NCCSSCCNC(=O)N(N=O)CCCl XWPCYYOZOJKYKQ-UHFFFAOYSA-N 0.000 description 1
PTHLSIBOMNYSIS-UHFFFAOYSA-N 5-(4-aminophenyl)-8-chloro-3-methyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol Chemical compound C1N(C)CCC2=CC(Cl)=C(O)C=C2C1C1=CC=C(N)C=C1 PTHLSIBOMNYSIS-UHFFFAOYSA-N 0.000 description 1
241000191291 Abies alba Species 0.000 description 1
101100397240 Arabidopsis thaliana ISPD gene Proteins 0.000 description 1
206010010071 Coma Diseases 0.000 description 1
102100035861 Cytosolic 5'-nucleotidase 1A Human genes 0.000 description 1
101000802744 Homo sapiens Cytosolic 5'-nucleotidase 1A Proteins 0.000 description 1
241001026509 Kata Species 0.000 description 1
241000087799 Koma Species 0.000 description 1
206010028980 Neoplasm Diseases 0.000 description 1
229920005654 Sephadex Polymers 0.000 description 1
239000012507 Sephadex™ Substances 0.000 description 1
201000011510 cancer Diseases 0.000 description 1
239000004744 fabric Substances 0.000 description 1
239000012847 fine chemical Substances 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
239000000203 mixture Substances 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000003643 water by type Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
- 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
- C07J71/0026—Oxygen-containing hetero ring cyclic ketals
- C07J71/0031—Oxygen-containing hetero ring cyclic ketals at positions 16, 17
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
General Health & Medical Sciences (AREA)
General Chemical & Material Sciences (AREA)
Animal Behavior & Ethology (AREA)
Chemical Kinetics & Catalysis (AREA)
Veterinary Medicine (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Public Health (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Pain & Pain Management (AREA)
Bioinformatics & Cheminformatics (AREA)
Diabetes (AREA)
Endocrinology (AREA)
Rheumatology (AREA)
Engineering & Computer Science (AREA)
Steroid Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pyrane Compounds (AREA)
Fats And Perfumes (AREA)
Threshing Machine Elements (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Pyrrole Compounds (AREA)
Peptides Or Proteins (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Crystals, And After-Treatments Of Crystals (AREA)

LVP-93-818A 1985-04-04 1993-06-30 Process for preparation of intermediate products LV10960B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
SE8501693A SE8501693D0 (sv)	1985-04-04	1985-04-04	Novel 16,17-acetalsubstituted androstane-17beta-carboxylic acid esters

Publications (2)

Publication Number	Publication Date
LV10960A LV10960A (lv)	1995-12-20
LV10960B true LV10960B (en)	1996-08-20

Family

ID=20359775

Family Applications (3)

Application Number	Title	Priority Date	Filing Date
LVP-93-818A LV10960B (en)	1985-04-04	1993-06-30	Process for preparation of intermediate products
LVP-93-861A LV10281B (en)	1985-04-04	1993-06-30	Novel 16,17-acetalsubstituted androstane-17beta-carboxylic acid esters
LVP-93-1006A LV10957B (en)	1985-04-04	1993-07-30	16 alpha, 17alpha-acetalsubstituted androstan-17betha-carboxyl acid esters, method of their preparation, intermediates, method of their producing, pharmaceutical compositions

Family Applications After (2)

Application Number	Title	Priority Date	Filing Date
LVP-93-861A LV10281B (en)	1985-04-04	1993-06-30	Novel 16,17-acetalsubstituted androstane-17beta-carboxylic acid esters
LVP-93-1006A LV10957B (en)	1985-04-04	1993-07-30	16 alpha, 17alpha-acetalsubstituted androstan-17betha-carboxyl acid esters, method of their preparation, intermediates, method of their producing, pharmaceutical compositions

Country Status (31)

Country	Link
US (1)	US4950659A (fr)
EP (2)	EP0197018B1 (fr)
JP (1)	JPH0762028B2 (fr)
KR (1)	KR930009444B1 (fr)
CN (1)	CN1021444C (fr)
AT (2)	ATE83241T1 (fr)
AU (1)	AU590545B2 (fr)
CA (1)	CA1333597C (fr)
CS (1)	CS266581B2 (fr)
DD (2)	DD247681A5 (fr)
DE (2)	DE3689936T2 (fr)
DK (3)	DK165638C (fr)
ES (2)	ES8800264A1 (fr)
FI (1)	FI85378C (fr)
GR (1)	GR860902B (fr)
HU (2)	HU196830B (fr)
IE (1)	IE61474B1 (fr)
IL (1)	IL78143A0 (fr)
JO (1)	JO1479B1 (fr)
LT (3)	LT3812B (fr)
LV (3)	LV10960B (fr)
MY (1)	MY102056A (fr)
NO (1)	NO165298C (fr)
NZ (1)	NZ215586A (fr)
PH (2)	PH23547A (fr)
PL (2)	PL150052B1 (fr)
PT (1)	PT82340B (fr)
RU (3)	RU1795972C (fr)
SE (1)	SE8501693D0 (fr)
UA (2)	UA19288A (fr)
ZA (1)	ZA861884B (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
SE8501693D0 (sv)	1985-04-04	1985-04-04	Draco Ab	Novel 16,17-acetalsubstituted androstane-17beta-carboxylic acid esters
HU203769B (en) *	1989-03-09	1991-09-30	Richter Gedeon Vegyeszet	Process for producing new steroide derivatives and pharmaceutical compositions containing them
DE69311742T2 (de) *	1992-12-24	1998-01-08	Rhone Poulenc Rorer Ltd	Neue steroide
GB9423919D0 (en) *	1994-11-26	1995-01-11	Rhone Poulenc Rorer Ltd	Chemical process
GB0110411D0 (en) *	2001-04-27	2001-06-20	Astrazeneca Ab	Chemical process

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3828080A (en) *	1972-01-20	1974-08-06	Glaxo Lab Ltd	Androstane-17beta-carboxylic acids and processes for the preparation thereof
SE378109B (fr) *	1972-05-19	1975-08-18	Bofors Ab
GB1438940A (en) *	1972-07-19	1976-06-09	Glaxo Lab Ltd	17beta-haloalkoxycarbonyl-17alpha-oxysteroids
GB1517278A (en) *	1974-08-30	1978-07-12	Glaxo Lab Ltd	Alkyl and haloalkyl androsta-1,4,15-triene and-4,15-diene-17beta-carboxylates
CH628355A5 (de) *	1976-02-24	1982-02-26	Ciba Geigy Ag	Verfahren zur herstellung neuer androstadien-17beta-carbonsaeuren und ihrer ester und salze.
US4198336A (en)	1978-04-05	1980-04-15	Syntex (U.S.A.) Inc.	Chemical process for preparing androsta-4-ene 17α-carboxylic acids
ZA814440B (en) *	1980-07-10	1982-10-27	Otsuka Pharma Co Ltd	Soft steroids having anti-inflammatory activity
SE449106B (sv) *	1980-07-10	1987-04-06	Otsuka Pharma Co Ltd	Steroid med anti-inflammatorisk verkan samt komposition innehallande denna
ZA817929B (en) *	1980-12-22	1982-10-27	Upjohn Co	5alpha-and 5beta-androstane-17beta-carboxylates
SE8306370D0 (sv) *	1983-11-18	1983-11-18	Draco Ab	Novel androstane-17beta-carboxylic acid esters, a process and intermediates for their preparation, compositions and method for the treatment of inflammatory conditions
SE8403905D0 (sv) *	1984-07-30	1984-07-30	Draco Ab	Liposomes and steroid esters
SE8501693D0 (sv)	1985-04-04	1985-04-04	Draco Ab	Novel 16,17-acetalsubstituted androstane-17beta-carboxylic acid esters
JP2687768B2 (ja) *	1991-07-30	1997-12-08	トヨタ自動車株式会社	エンジンの制御装置

1985
- 1985-04-04 SE SE8501693A patent/SE8501693D0/xx unknown
1986
- 1986-03-13 ZA ZA861884A patent/ZA861884B/xx unknown
- 1986-03-14 IL IL78143A patent/IL78143A0/xx not_active IP Right Cessation
- 1986-03-19 AU AU54868/86A patent/AU590545B2/en not_active Expired
- 1986-03-21 EP EP86850103A patent/EP0197018B1/fr not_active Expired - Lifetime
- 1986-03-21 DE DE3689936T patent/DE3689936T2/de not_active Expired - Lifetime
- 1986-03-21 DE DE8686850103T patent/DE3687239T2/de not_active Expired - Lifetime
- 1986-03-21 EP EP89116726A patent/EP0355859B1/fr not_active Expired - Lifetime
- 1986-03-21 AT AT86850103T patent/ATE83241T1/de not_active IP Right Cessation
- 1986-03-21 AT AT89116726T patent/ATE107657T1/de not_active IP Right Cessation
- 1986-03-25 US US06/843,771 patent/US4950659A/en not_active Expired - Lifetime
- 1986-03-25 FI FI861275A patent/FI85378C/fi not_active IP Right Cessation
- 1986-03-25 NZ NZ215586A patent/NZ215586A/en unknown
- 1986-03-25 DK DK138386A patent/DK165638C/da not_active IP Right Cessation
- 1986-04-01 JO JO19861479A patent/JO1479B1/en active
- 1986-04-02 CS CS862328A patent/CS266581B2/cs unknown
- 1986-04-03 UA UA4027897A patent/UA19288A/uk unknown
- 1986-04-03 ES ES553675A patent/ES8800264A1/es not_active Expired
- 1986-04-03 NO NO861313A patent/NO165298C/no unknown
- 1986-04-03 HU HU861423A patent/HU196830B/hu not_active IP Right Cessation
- 1986-04-03 IE IE87986A patent/IE61474B1/en not_active IP Right Cessation
- 1986-04-03 HU HU884925A patent/HU199872B/hu unknown
- 1986-04-03 JP JP61075677A patent/JPH0762028B2/ja not_active Expired - Lifetime
- 1986-04-03 UA UA4027252A patent/UA13319A/uk unknown
- 1986-04-03 RU SU864027252A patent/RU1795972C/ru active
- 1986-04-03 DD DD86288744A patent/DD247681A5/de unknown
- 1986-04-03 KR KR1019860002523A patent/KR930009444B1/ko not_active Expired - Lifetime
- 1986-04-03 CA CA000505744A patent/CA1333597C/fr not_active Expired - Fee Related
- 1986-04-04 PL PL1986265699A patent/PL150052B1/pl unknown
- 1986-04-04 CN CN86102193A patent/CN1021444C/zh not_active Expired - Fee Related
- 1986-04-04 PL PL1986258775A patent/PL148272B1/pl unknown
- 1986-04-04 GR GR860902A patent/GR860902B/el unknown
- 1986-04-04 PT PT82340A patent/PT82340B/pt unknown
- 1986-07-31 RU SU864027897A patent/RU1779257C/ru active
1987
- 1987-01-14 ES ES557314A patent/ES8802392A1/es not_active Expired
- 1987-07-31 PH PH35610A patent/PH23547A/en unknown
- 1987-07-31 DD DD87305598A patent/DD261364A5/de unknown
- 1987-09-28 MY MYPI87001991A patent/MY102056A/en unknown
1988
- 1988-06-13 PH PH37057A patent/PH24369A/en unknown
1991
- 1991-11-05 RU SU915001895A patent/RU2081879C1/ru active
1992
- 1992-05-05 DK DK059392A patent/DK167150B1/da not_active IP Right Cessation
1993
- 1993-05-21 DK DK059693A patent/DK167574B1/da not_active IP Right Cessation
- 1993-06-30 LV LVP-93-818A patent/LV10960B/lv unknown
- 1993-06-30 LV LVP-93-861A patent/LV10281B/xx unknown
- 1993-07-30 LV LVP-93-1006A patent/LV10957B/lv unknown
- 1993-12-28 LT LTIP1677A patent/LT3812B/lt not_active IP Right Cessation
- 1993-12-28 LT LTIP1678A patent/LT3913B/lt not_active IP Right Cessation
- 1993-12-28 LT LTIP1676A patent/LT3811B/lt not_active IP Right Cessation

Also Published As

Publication number	Publication date
HU199872B (en)	1990-03-28
LV10957B (en)	1996-04-20
UA13319A (uk)	1997-02-28
JPH0762028B2 (ja)	1995-07-05
MY102056A (en)	1992-03-31
LV10960A (lv)	1995-12-20
IE61474B1 (en)	1994-11-02
LT3913B (en)	1996-04-25
IE860879L (en)	1986-10-04
ES8802392A1 (es)	1988-05-16
LV10281B (en)	1995-04-20
PL148272B1 (en)	1989-09-30
FI85378B (fi)	1991-12-31
DE3689936D1 (de)	1994-07-28
RU2081879C1 (ru)	1997-06-20
PT82340B (pt)	1988-10-14
EP0355859B1 (fr)	1994-06-22
KR930009444B1 (ko)	1993-10-04
LV10281A (lv)	1994-10-20
EP0355859A1 (fr)	1990-02-28
DK165638B (da)	1992-12-28
HU196830B (en)	1989-01-30
DK167574B1 (da)	1993-11-22
RU1795972C (ru)	1993-02-15
RU1779257C (ru)	1992-11-30
NO861313L (no)	1986-10-06
IL78143A0 (en)	1986-07-31
UA19288A (uk)	1997-12-25
DK138386A (da)	1986-10-05
LT3812B (en)	1996-03-25
DK59392D0 (da)	1992-05-05
DE3687239D1 (de)	1993-01-21
EP0197018A1 (fr)	1986-10-08
DE3687239T2 (de)	1993-04-15
GR860902B (en)	1986-07-29
PH23547A (en)	1989-08-25
EP0197018B1 (fr)	1992-12-09
ES557314A0 (es)	1988-05-16
US4950659A (en)	1990-08-21
PH24369A (en)	1990-06-13
CA1333597C (fr)	1994-12-20
ES8800264A1 (es)	1987-10-16
DK167150B1 (da)	1993-09-06
CN86102193A (zh)	1987-09-02
PT82340A (en)	1986-05-01
DE3689936T2 (de)	1994-09-29
AU5486886A (en)	1986-10-16
CS266581B2 (en)	1990-01-12
FI85378C (fi)	1992-04-10
ES553675A0 (es)	1987-10-16
NO165298B (no)	1990-10-15
KR860008208A (ko)	1986-11-14
DD247681A5 (de)	1987-07-15
LV10957A (lv)	1995-12-20
NZ215586A (en)	1990-01-29
DK59693D0 (da)	1993-05-21
LTIP1677A (en)	1995-07-25
DK165638C (da)	1993-06-01
JO1479B1 (en)	1988-03-10
NO165298C (no)	1991-01-23
LTIP1678A (en)	1995-07-25
SE8501693D0 (sv)	1985-04-04
DK59693A (da)	1993-05-21
HUT40809A (en)	1987-02-27
PL150052B1 (en)	1990-04-30
CN1021444C (zh)	1993-06-30
LTIP1676A (en)	1995-07-25
CS232886A2 (en)	1989-04-14
DD261364A5 (de)	1988-10-26
ZA861884B (en)	1987-07-29
LT3811B (en)	1996-03-25
ATE107657T1 (de)	1994-07-15
FI861275A0 (fi)	1986-03-25
ATE83241T1 (de)	1992-12-15
JPS61236794A (ja)	1986-10-22
AU590545B2 (en)	1989-11-09
DK59392A (da)	1992-05-05
PL265699A1 (en)	1988-03-03
DK138386D0 (da)	1986-03-25
FI861275A7 (fi)	1986-10-05

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