ES434095A1 - Substituted tetrahydrobenzothiophenes - Google Patents

Substituted tetrahydrobenzothiophenes

Info

Publication number
ES434095A1
ES434095A1 ES434095A ES434095A ES434095A1 ES 434095 A1 ES434095 A1 ES 434095A1 ES 434095 A ES434095 A ES 434095A ES 434095 A ES434095 A ES 434095A ES 434095 A1 ES434095 A1 ES 434095A1
Authority
ES
Spain
Prior art keywords
formula
compound
nhr1
radical
reacting
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.)
Expired
Application number
ES434095A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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.)
Filing date
Publication date
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of ES434095A1 publication Critical patent/ES434095A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/116Heterocyclic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/116Heterocyclic compounds
    • A23K20/121Heterocyclic compounds containing oxygen or sulfur as hetero atom
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/116Heterocyclic compounds
    • A23K20/137Heterocyclic compounds containing two hetero atoms, of which at least one is nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D333/56Radicals substituted by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/62Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/62Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
    • C07D333/66Nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/62Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
    • C07D333/68Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D333/70Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/78Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
    • C07D333/80Seven-membered rings

Abstract

The novel compounds correspond to the formula: < IMAGE > in which X, Y, Z, R1, R2, R3 and U have the meanings given in Claim 1. They are prepared by a) reacting one mol equivalent of a compound of the formula I or II, in which the -NR1-CX-NHR1 radical is replaced, or its acid addition salts with 1 to 1.5 mol equivalents of R2NCX or b) reacting one mol equivalent of an acid addition salt of a compound of the formula I or II, in which R2 and R3 denotes hydrogen and the -NR1-CX-NHR2 radical is replaced by -NHR1, with 1 to 1.5 mol equivalents of a compound of the formula MeNCX, in which Me denotes sodium or potassium, and isolating the product. The reaction (a) is carried out in water or an inert organic solvent at 0 to 100 DEG C. The reaction (b) is carried out in aqueous medium at pH = 5 to 7 and 10 to 80 DEG C. The novel compounds of the formulae I and II are administered orally to warm-blooded animals to improve the extent of the feed effect and to increase the growth rate. A supplementary feed for increasing the growth rate of poultry, fur-bearing animals and agricultural productive animals contains 70 to 99% by weight of an edible carrier and, as the remainder, a novel compound of the formula I or II.
ES434095A 1974-01-25 1975-01-24 Substituted tetrahydrobenzothiophenes Expired ES434095A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US43682774A 1974-01-25 1974-01-25
US43682674A 1974-01-25 1974-01-25

Publications (1)

Publication Number Publication Date
ES434095A1 true ES434095A1 (en) 1977-05-16

Family

ID=27031116

Family Applications (1)

Application Number Title Priority Date Filing Date
ES434095A Expired ES434095A1 (en) 1974-01-25 1975-01-24 Substituted tetrahydrobenzothiophenes

Country Status (21)

Country Link
JP (1) JPS51125069A (en)
AT (1) AT353590B (en)
CA (1) CA1060899A (en)
CH (4) CH619703A5 (en)
CS (1) CS195276B2 (en)
DD (4) DD125213A5 (en)
DE (1) DE2501788C2 (en)
DK (1) DK22775A (en)
ES (1) ES434095A1 (en)
FR (1) FR2333801A1 (en)
GB (1) GB1499582A (en)
IE (1) IE42039B1 (en)
IL (1) IL46375A (en)
IN (1) IN141050B (en)
IT (1) IT1035548B (en)
LU (1) LU71711A1 (en)
NL (1) NL7500845A (en)
PH (1) PH14544A (en)
SE (1) SE421617B (en)
TR (1) TR18381A (en)
YU (1) YU36721B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3994924A (en) * 1975-11-04 1976-11-30 American Cyanamid Company 4,5,6,7-Tetra hydro-7-oxobenzo(B)thien-4-yl isocyanate and isothiocyanate
FR2430231A1 (en) * 1978-07-04 1980-02-01 American Cyanamid Co 4,5,6,7-Tetra:hydro-benzo(b)thienyl-4 urea and 7-oxo deriv. compsn. - used for increasing growth of wool and ratio of sec. to prim. follicles in sheep, goats, llamas, rabbits and chinchilla
JPS6169772A (en) * 1984-12-04 1986-04-10 アメリカン サイアナミッド カンパニ− Tetrahydrobenzo(b)thiophene derivative, manufacture and animal growth acceleration
EP1801098A1 (en) 2005-12-16 2007-06-27 Merck Sante 2-Adamantylurea derivatives as selective 11B-HSD1 inhibitors

Also Published As

Publication number Publication date
SE7500793L (en) 1975-07-28
DD125212A5 (en) 1977-04-06
DK22775A (en) 1975-09-15
YU36721B (en) 1984-08-31
AT353590B (en) 1979-11-26
IT1035548B (en) 1979-10-20
YU17275A (en) 1982-06-18
IL46375A (en) 1982-04-30
CS195276B2 (en) 1980-01-31
TR18381A (en) 1977-05-01
ATA42675A (en) 1979-04-15
IN141050B (en) 1977-01-15
CH619949A5 (en) 1980-10-31
AU7691574A (en) 1976-07-01
SE421617B (en) 1982-01-18
IL46375A0 (en) 1975-04-25
DD125213A5 (en) 1977-04-06
DE2501788C2 (en) 1984-11-08
GB1499582A (en) 1978-02-01
PH14544A (en) 1981-09-24
CH619703A5 (en) 1980-10-15
JPS6133830B2 (en) 1986-08-04
CH619704A5 (en) 1980-10-15
CA1060899A (en) 1979-08-21
FR2333801B1 (en) 1982-07-09
FR2333801A1 (en) 1977-07-01
CH619705A5 (en) 1980-10-15
JPS51125069A (en) 1976-11-01
DD125211A5 (en) 1977-04-06
NL7500845A (en) 1975-07-29
IE42039B1 (en) 1980-05-21
LU71711A1 (en) 1975-06-24
DD119790A5 (en) 1976-05-12
IE42039L (en) 1975-07-25
DE2501788A1 (en) 1975-07-31

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