NO780359L - Nye ergolinderivater. - Google Patents

Nye ergolinderivater.

Info

Publication number: NO780359L
Authority: NO; Norway
Prior art keywords: ergoline; derivative according; methoxy; och3; ergoline derivative
Prior art date: 1977-02-02

Application number

NO780359A

Other languages

English (en)

Norwegian (no)

Inventor

Luigi Bernardi

Carlo Elli

Giovanni Falconi

Alberto Bonsignori

Original Assignee

Farmaceutici Italia

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.)

1977-02-02

Filing date

1978-02-01

Publication date

1978-08-03

1978-02-01 Application filed by Farmaceutici Italia filed Critical Farmaceutici Italia

1978-08-03 Publication of NO780359L publication Critical patent/NO780359L/no

Links

AWFDCTXCTHGORH-HGHGUNKESA-N 6-[4-[(6ar,9r,10ar)-5-bromo-7-methyl-6,6a,8,9,10,10a-hexahydro-4h-indolo[4,3-fg]quinoline-9-carbonyl]piperazin-1-yl]-1-methylpyridin-2-one Chemical class O=C([C@H]1CN([C@H]2[C@@H](C=3C=CC=C4NC(Br)=C(C=34)C2)C1)C)N(CC1)CCN1C1=CC=CC(=O)N1C AWFDCTXCTHGORH-HGHGUNKESA-N 0.000 claims description 23
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
150000001875 compounds Chemical class 0.000 claims description 9
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 8
238000000034 method Methods 0.000 claims description 8
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
239000000010 aprotic solvent Substances 0.000 claims description 3
239000002253 acid Substances 0.000 claims description 2
150000007513 acids Chemical class 0.000 claims description 2
229910052801 chlorine Inorganic materials 0.000 claims description 2
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims description 2
OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 2
150000003839 salts Chemical class 0.000 claims description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
239000000460 chlorine Substances 0.000 claims 3
229910052739 hydrogen Inorganic materials 0.000 claims 3
239000001257 hydrogen Substances 0.000 claims 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
-1 hydroxy, methoxy Chemical group 0.000 claims 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
125000001309 chloro group Chemical group Cl* 0.000 claims 1
150000002431 hydrogen Chemical class 0.000 claims 1
KWTSXDURSIMDCE-QMMMGPOBSA-N (S)-amphetamine Chemical compound C[C@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-QMMMGPOBSA-N 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
241000699670 Mus sp. Species 0.000 description 4
229940025084 amphetamine Drugs 0.000 description 4
241001465754 Metazoa Species 0.000 description 3
230000000694 effects Effects 0.000 description 3
YQQSRZSUGBETRS-UHFFFAOYSA-N 1h-pyridazine-6-thione Chemical compound SC1=CC=CN=N1 YQQSRZSUGBETRS-UHFFFAOYSA-N 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
230000008020 evaporation Effects 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
239000002904 solvent Substances 0.000 description 2
238000002560 therapeutic procedure Methods 0.000 description 2
DTXVKPOKPFWSFF-UHFFFAOYSA-N 3(S)-hydroxy-13-cis-eicosenoyl-CoA Chemical compound NC1=CC=C(Cl)N=N1 DTXVKPOKPFWSFF-UHFFFAOYSA-N 0.000 description 1
ABQHEWLZYZQXHY-UHFFFAOYSA-N 3-chloro-1h-pyridazine-6-thione Chemical compound SC1=CC=C(Cl)N=N1 ABQHEWLZYZQXHY-UHFFFAOYSA-N 0.000 description 1
NWUYAYVDHURYQU-UHFFFAOYSA-N 3-methoxy-1h-pyridazine-6-thione Chemical compound COC1=CC=C(S)N=N1 NWUYAYVDHURYQU-UHFFFAOYSA-N 0.000 description 1
YPWBPONDYDVMLX-UHFFFAOYSA-N 6-methoxypyridazin-3-amine Chemical compound COC1=CC=C(N)N=N1 YPWBPONDYDVMLX-UHFFFAOYSA-N 0.000 description 1
SRYILVFXQKHDGZ-UHFFFAOYSA-N 6-sulfanylidene-1,2-dihydropyridazin-3-one Chemical compound OC1=CC=C(S)N=N1 SRYILVFXQKHDGZ-UHFFFAOYSA-N 0.000 description 1
241000220479 Acacia Species 0.000 description 1
235000010643 Leucaena leucocephala Nutrition 0.000 description 1
208000028017 Psychotic disease Diseases 0.000 description 1
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
229940008238 amphetamine sulfate Drugs 0.000 description 1
PYHRZPFZZDCOPH-UHFFFAOYSA-N amphetamine sulfate Chemical compound OS(O)(=O)=O.CC(N)CC1=CC=CC=C1.CC(N)CC1=CC=CC=C1 PYHRZPFZZDCOPH-UHFFFAOYSA-N 0.000 description 1
230000037396 body weight Effects 0.000 description 1
ZPEIMTDSQAKGNT-UHFFFAOYSA-N chlorpromazine Chemical compound C1=C(Cl)C=C2N(CCCN(C)C)C3=CC=CC=C3SC2=C1 ZPEIMTDSQAKGNT-UHFFFAOYSA-N 0.000 description 1
229960001076 chlorpromazine Drugs 0.000 description 1
229940079593 drug Drugs 0.000 description 1
239000003814 drug Substances 0.000 description 1
235000013305 food Nutrition 0.000 description 1
125000001072 heteroaryl group Chemical group 0.000 description 1
231100000636 lethal dose Toxicity 0.000 description 1
239000000203 mixture Substances 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
231100000572 poisoning Toxicity 0.000 description 1
230000000607 poisoning effect Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
LETVJWLLIMJADE-UHFFFAOYSA-N pyridazin-3-amine Chemical compound NC1=CC=CN=N1 LETVJWLLIMJADE-UHFFFAOYSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
150000003385 sodium Chemical class 0.000 description 1
229910000104 sodium hydride Inorganic materials 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 description 1
238000010998 test method Methods 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
230000002936 tranquilizing effect Effects 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/02—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hydrocarbon or substituted hydrocarbon radicals, attached in position 8

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

NO780359A 1977-02-02 1978-02-01 Nye ergolinderivater. NO780359L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB4302/77A GB1555751A (en)	1977-02-02	1977-02-02	Ergoline deritatives

Publications (1)

Publication Number	Publication Date
NO780359L true NO780359L (no)	1978-08-03

Family

ID=9774609

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO780359A NO780359L (no)	1977-02-02	1978-02-01	Nye ergolinderivater.

Country Status (13)

Country	Link
US (2)	US4166911A (xx)
AT (1)	AT356294B (xx)
BE (1)	BE863020A (xx)
DE (1)	DE2803255A1 (xx)
DK (1)	DK47478A (xx)
FI (1)	FI780269A (xx)
FR (1)	FR2379535A1 (xx)
GB (1)	GB1555751A (xx)
IE (1)	IE46321B1 (xx)
NL (1)	NL7801198A (xx)
NO (1)	NO780359L (xx)
NZ (1)	NZ186233A (xx)
SE (1)	SE7801187L (xx)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2640223A (en) *	1948-06-08	1953-06-02	Hubert B Secor	Oyster preparing machine
AU526764B2 (en) *	1978-09-08	1983-01-27	Farmitalia Carlo Erba S.P.A.	Ergoline derivatives
FI76085C (fi) *	1981-07-21	1988-09-09	Erba Farmitalia	Foerfarande foer framstaellning av ergolinderivat.
CH653333A5 (de) *	1981-11-04	1985-12-31	Sandoz Ag	N-substituierte ergolin- und 9,10-didehydroergolinderivate, ihre herstellung und sie enthaltende arzneimittel.

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1249014B (de) *	1965-05-14	1967-08-31	Robert Bosch Gmbh, Stuttgart	Kraftstoffemspntzpumpe fur Brennkraftmaschinen
US3642792A (en) *	1968-02-26	1972-02-15	Lepetit Spa	Pyridazine derivatives
US3598822A (en) *	1969-01-21	1971-08-10	Sandoz Ag	3-substituted amino-6-hydrazino pyridazines
US3687971A (en) *	1970-06-22	1972-08-29	Merck & Co Inc	4-(pyrrolyl)-salicylic acid derivatives
US3975388A (en) *	1971-02-22	1976-08-17	Bdh Pharmaceuticals Limited	Pyridazinones
GB1324579A (en) *	1971-05-29	1973-07-25	Isf Spa	N-substituted 3-aminoalkoxy-6-hydrazinopyridazines having antihypertensive activity and their preparation
US3856799A (en) *	1971-08-05	1974-12-24	Squibb & Sons Inc	Intermediates for production of amino derivatives of pyrazolopyridine carboxylic acids and esters
US3957785A (en) *	1971-12-02	1976-05-18	Societa' Farmaceutici Italia S.P.A.	Bβ-Pyrimidino-aminomethyl-10α-ergoline and 10α-methoxyergoline derivatives
IE41533B1 (en) *	1974-03-14	1980-01-30	Sandoz Ltd	Thiomethyl ergolene derivatives
US3957805A (en) *	1974-07-24	1976-05-18	American Cyanamid Company	Substituted pyridines and diazines and methods of preparing the same

1977
- 1977-02-02 GB GB4302/77A patent/GB1555751A/en not_active Expired
1978
- 1978-01-13 FR FR7800896A patent/FR2379535A1/fr active Granted
- 1978-01-16 NZ NZ186233A patent/NZ186233A/xx unknown
- 1978-01-17 US US05/870,095 patent/US4166911A/en not_active Expired - Lifetime
- 1978-01-18 BE BE184403A patent/BE863020A/xx unknown
- 1978-01-26 DE DE19782803255 patent/DE2803255A1/de not_active Withdrawn
- 1978-01-27 FI FI780269A patent/FI780269A/fi not_active Application Discontinuation
- 1978-01-30 IE IE199/78A patent/IE46321B1/en unknown
- 1978-01-31 AT AT65878A patent/AT356294B/de not_active IP Right Cessation
- 1978-02-01 DK DK47478A patent/DK47478A/da unknown
- 1978-02-01 SE SE7801187A patent/SE7801187L/xx unknown
- 1978-02-01 NO NO780359A patent/NO780359L/no unknown
- 1978-02-02 NL NL7801198A patent/NL7801198A/xx not_active Application Discontinuation
1979
- 1979-03-19 US US06/021,671 patent/US4252948A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
IE46321B1 (en)	1983-05-04
FR2379535A1 (fr)	1978-09-01
FI780269A (fi)	1978-08-03
BE863020A (fr)	1978-07-18
NZ186233A (en)	1979-07-11
NL7801198A (nl)	1978-08-04
DK47478A (da)	1978-08-03
GB1555751A (en)	1979-11-14
AT356294B (de)	1980-04-25
DE2803255A1 (de)	1978-08-03
US4166911A (en)	1979-09-04
IE780199L (en)	1978-08-02
US4252948A (en)	1981-02-24
ATA65878A (de)	1979-09-15
SE7801187L (sv)	1978-08-03
FR2379535B1 (xx)	1981-02-20

Publication	Publication Date	Title
US4031098A (en)	1977-06-21	Camptothecin analogues
US4330559A (en)	1982-05-18	Method of treating benign prostatic hypertrophy
NO155490B (no)	1986-12-29	Analogifremgangsmaate for fremstilling av terapeutisk aktivt 4-)1"-hydroksy-2"-(n-imidazolyl)etyl)bibenzyl.
NO780359L (no)	1978-08-03	Nye ergolinderivater.
GB1569251A (en)	1980-06-11	Pyridobenzodiazepines
GB1568398A (en)	1980-05-29	Triazolo pyridazine derivatives
US4927837A (en)	1990-05-22	Derivatives of 3-piperidine carbaldehyde oxime and their use as medicaments
SU852176A3 (ru)	1981-07-30	Способ получени производных стероид-СпиРО-ОКСАзОлидиНОНА
JPS5946235B2 (ja)	1984-11-10	シンキエルゴリンユウドウタイノセイホウ
US3478028A (en)	1969-11-11	4-substituted-1-hydroxylaminophthalazines
CA1076577A (en)	1980-04-29	Process for preparing hydrazinopyridazine derivatives
EP0159112A1 (en)	1985-10-23	Process for the preparation of diaminopyridines
US3563998A (en)	1971-02-16	2 - (4 - (2',6' - diphenyl - 4 - pyridyl)phenoxy)-and 2 - (4 - (4',6' - diphenyl - 2 -pyridyl)phenoxy) lower aliphatic monocarbocylic acids and esters
EP0251652B1 (en)	1992-05-20	T-butyl ergoline derivatives
US4478841A (en)	1984-10-23	3-[2-(Tetra- and Hexa- hydro-4-pyridyl)-ethyl]-indoles and their use as medicaments
US4614824A (en)	1986-09-30	Novel apovincaminic acid derivatives
NO158737B (no)	1988-07-18	Analogifremgangsmaate til fremstilling av nye 3-alkoksy-6-alkylidenhydrazinpyridaziner.
US3865838A (en)	1975-02-11	(5-Indolyloxy)-acetic acid compounds and therapeutic compositions
US3562255A (en)	1971-02-09	17-propargylamines of steroidal dithioketals
US4338320A (en)	1982-07-06	Esters of 6'-hydroxycinchonine, and a method of treating arrythmia with them
US4117133A (en)	1978-09-26	Vasodilating cuanzine hydrazides
CS198157B2 (en)	1980-05-30	Process for preparing 2-hydroxymethyl-3-hydoxy-6-/1-hydroxy-2-terc.butylaminoethyl/pyridine and additive salt with acid thereof
US3466290A (en)	1969-09-09	9,10-dihydro-4h-benzo(4,5)cyclohepta(1,2-b)thiophene ethers
US4148898A (en)	1979-04-10	N-oxy-ajmaline and the use thereof in treating cardiovascular disorders
US3318897A (en)	1967-05-09	Novel method for preparing yohimbinone