FR2340730A1 - Nouveaux derives du dithiole-1,2, leur preparation et les compositions qui les contiennent - Google Patents
Nouveaux derives du dithiole-1,2, leur preparation et les compositions qui les contiennentInfo
- Publication number
- FR2340730A1 FR2340730A1 FR7603604A FR7603604A FR2340730A1 FR 2340730 A1 FR2340730 A1 FR 2340730A1 FR 7603604 A FR7603604 A FR 7603604A FR 7603604 A FR7603604 A FR 7603604A FR 2340730 A1 FR2340730 A1 FR 2340730A1
- Authority
- FR
- France
- Prior art keywords
- alkyl
- dithiole
- derivs
- thione
- pyrazinyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- 125000000623 heterocyclic group Chemical group 0.000 title 1
- 201000004409 schistosomiasis Diseases 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- PCGDBWLKAYKBTN-UHFFFAOYSA-N 1,2-dithiole Chemical compound C1SSC=C1 PCGDBWLKAYKBTN-UHFFFAOYSA-N 0.000 abstract 1
- NSZQDZZRUDOQIK-UHFFFAOYSA-N 4-butyl-5-pyrazin-2-yldithiole-3-thione Chemical compound S1SC(=S)C(CCCC)=C1C1=CN=CC=N1 NSZQDZZRUDOQIK-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- VWDGWJLYDVAVBM-UHFFFAOYSA-N ethyl 2-(pyrazine-2-carbonyl)hexanoate Chemical compound CCCCC(C(=O)OCC)C(=O)C1=CN=CC=N1 VWDGWJLYDVAVBM-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000003373 pyrazinyl group Chemical group 0.000 abstract 1
- 125000002098 pyridazinyl group Chemical group 0.000 abstract 1
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
- -1 pyrrolidino, piperidino, morpholino Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D241/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D241/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with nitrogen atoms directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/08—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/14—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/20—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/38—One sulfur atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/12—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D241/16—Halogen atoms; Nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D241/20—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D241/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (38)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7603604A FR2340730A1 (fr) | 1976-02-10 | 1976-02-10 | Nouveaux derives du dithiole-1,2, leur preparation et les compositions qui les contiennent |
NLAANVRAGE7701107,A NL171985C (nl) | 1976-02-10 | 1977-02-02 | Werkwijze voor het bereiden van preparaten met werking tegen schistosomiasis, de aldus verkregen gevormde preparaten en werkwijze voor het bereiden van 1,2-dithioolverbindingen. |
IL7751403A IL51403A (en) | 1976-02-10 | 1977-02-08 | 5-diazinyl-1,2-dithiole-3-thione derivatives, processes for the preparation thereof and pharmaceutical compositions containing them |
HU77RO00000914A HU172528B (hu) | 1976-02-10 | 1977-02-08 | Sposob poluchenija novykh proizvodnykh s 1,2-ditiol-3-tion gruppoj |
EG78/77A EG13739A (en) | 1976-02-10 | 1977-02-09 | Nouveaux derives du dithiole 1,2 leur preparation et les compositions qui les contiennent |
US05/766,966 US4110450A (en) | 1976-02-10 | 1977-02-09 | 1,2-dithiole derivatives |
ZA770743A ZA77743B (en) | 1976-02-10 | 1977-02-09 | 1,2-dithiole derivatives |
SU772449656A SU683622A3 (ru) | 1976-02-10 | 1977-02-09 | Способ получени производных 1,2-дитиоланов |
SE7701460A SE427274B (sv) | 1976-02-10 | 1977-02-09 | Forfarande for framstellning av derivat av 1,2-ditiol-3-tion med verkan mot blodparasiter |
GB5365/77A GB1518071A (en) | 1976-02-10 | 1977-02-09 | 1,2-dithiole derivatives |
JP52013472A JPS5822119B2 (ja) | 1976-02-10 | 1977-02-09 | ジチオ−ル誘導体 |
PT66175A PT66175B (fr) | 1976-02-10 | 1977-02-09 | Nouveaux derives du dithiole-1,2, leur preparation et les compositions qui les contiennent |
DK55477A DK55477A (da) | 1976-02-10 | 1977-02-09 | Fremgangsmade til fremstilling af derivater af 1,2-dithiol |
IE270/77A IE44561B1 (en) | 1976-02-10 | 1977-02-09 | 1,2-dithiole derivatives |
CA271,425A CA1073906A (fr) | 1976-02-10 | 1977-02-09 | Derives du dithiole-1,2, leur preparation et les compositions qui les contiennent |
BE174799A BE851262A (enrdf_load_html_response) | 1976-02-10 | 1977-02-09 | |
CH158277A CH618699A5 (enrdf_load_html_response) | 1976-02-10 | 1977-02-09 | |
MW4/77A MW477A1 (en) | 1976-02-10 | 1977-02-09 | 1,2-dithiole derivatives |
AU22138/77A AU509092B2 (en) | 1976-02-10 | 1977-02-09 | 1, 2-dithiole derivatives |
LU76728A LU76728A1 (enrdf_load_html_response) | 1976-02-10 | 1977-02-09 | |
PH7719438A PH12367A (en) | 1976-02-10 | 1977-02-09 | 1,2-dithiole derivatives |
AR266495A AR224095A1 (es) | 1976-02-10 | 1977-02-09 | Procedimiento de preparacion de nuevos derivados de ditiol-1,2 tiona-3 |
ZM14/77A ZM1477A1 (en) | 1976-02-10 | 1977-02-09 | 1,2-dithiole derivatives |
AT90277A AT348535B (de) | 1976-02-10 | 1977-02-10 | Verfahren zur herstellung von neuen 1,2- dithiolderivaten |
ES455790A ES455790A1 (es) | 1976-02-10 | 1977-02-10 | Procedimiento de preparacion de nuevos derivados del di- tiol-1,2. |
OA56067A OA05565A (fr) | 1976-02-10 | 1977-02-10 | Nouveaux dérivés du dithiole-1,2 et leur procédé de préparation. |
DE2705641A DE2705641C3 (de) | 1976-02-10 | 1977-02-10 | U-Dithiol-3-thione, Verfahren zu deren Herstellung und diese enthaltende Zusammensetzungen |
ES458687A ES458687A1 (es) | 1976-02-10 | 1977-05-11 | Procedimiento de preparacion de nuevos derivado del ditiol -1,2. |
ES458689A ES458689A1 (es) | 1976-02-10 | 1977-05-11 | Procedimiento de preparacion de nuevos derivados del ditiol-1,2. |
ES458688A ES458688A1 (es) | 1976-02-10 | 1977-05-11 | Procedimiento de preparacion de nuevos derivados del ditiol-1,2. |
US05/855,196 US4144339A (en) | 1976-02-10 | 1977-11-28 | 1,2-Dithiole pyrimidines |
US05/855,385 US4138487A (en) | 1976-02-10 | 1977-11-28 | 1,2-Dithiole derivatives |
CH1030879A CH619463A5 (enrdf_load_html_response) | 1976-02-10 | 1979-11-19 | |
HK174/81A HK17481A (en) | 1976-02-10 | 1981-04-30 | 1,2-dithiole derivatives |
KE3126A KE3126A (en) | 1976-02-10 | 1981-05-06 | 1,2-dithiole derivatives |
JP56146022A JPS591709B2 (ja) | 1976-02-10 | 1981-09-16 | 1,2−ジチオ−ル |
JP56146023A JPS591710B2 (ja) | 1976-02-10 | 1981-09-16 | 1,2−ジチオ−ル化合物 |
MY1/82A MY8200001A (en) | 1976-02-10 | 1982-12-30 | 1,2 - dithiole derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7603604A FR2340730A1 (fr) | 1976-02-10 | 1976-02-10 | Nouveaux derives du dithiole-1,2, leur preparation et les compositions qui les contiennent |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2340730A1 true FR2340730A1 (fr) | 1977-09-09 |
FR2340730B1 FR2340730B1 (enrdf_load_html_response) | 1980-05-09 |
Family
ID=9168948
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7603604A Granted FR2340730A1 (fr) | 1976-02-10 | 1976-02-10 | Nouveaux derives du dithiole-1,2, leur preparation et les compositions qui les contiennent |
Country Status (5)
Country | Link |
---|---|
JP (2) | JPS591709B2 (enrdf_load_html_response) |
BE (1) | BE851262A (enrdf_load_html_response) |
FR (1) | FR2340730A1 (enrdf_load_html_response) |
MW (1) | MW477A1 (enrdf_load_html_response) |
ZA (1) | ZA77743B (enrdf_load_html_response) |
-
1976
- 1976-02-10 FR FR7603604A patent/FR2340730A1/fr active Granted
-
1977
- 1977-02-09 BE BE174799A patent/BE851262A/xx not_active IP Right Cessation
- 1977-02-09 ZA ZA770743A patent/ZA77743B/xx unknown
- 1977-02-09 MW MW4/77A patent/MW477A1/xx unknown
-
1981
- 1981-09-16 JP JP56146022A patent/JPS591709B2/ja not_active Expired
- 1981-09-16 JP JP56146023A patent/JPS591710B2/ja not_active Expired
Also Published As
Publication number | Publication date |
---|---|
ZA77743B (en) | 1977-12-28 |
JPS591710B2 (ja) | 1984-01-13 |
JPS5781484A (en) | 1982-05-21 |
JPS591709B2 (ja) | 1984-01-13 |
BE851262A (enrdf_load_html_response) | 1977-08-09 |
JPS57112391A (en) | 1982-07-13 |
MW477A1 (en) | 1978-05-10 |
FR2340730B1 (enrdf_load_html_response) | 1980-05-09 |
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