Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1998-01-26
2000-10-31
Raymond, Richard L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514267, 51425216, 544250, 544251, 544280, A61K 31519, C07D48704
Patent
active
061403326
DESCRIPTION:
BRIEF SUMMARY
The invention relates to 7H-pyrrolo[2,3-d]pyrimidine derivatives and to processes and novel intermediates for the preparation thereof, to pharmaceutical formulations comprising such derivatives and to the use of those derivatives as medicaments. The invention relates to 7H-pyrrolo[2,3-d]pyrimidine derivatives of formula I ##STR2## wherein q is 0 or 1, carboxy, lower alkoxycarbonyl, carbamoyl, N-lower alkyl-carbamoyl, N,N-di-lower alkyl-carbamoyl, cyano, amino, lower alkanoylamino, lower alkylamino, N,N-di-lower alkylamino or tri-fluoromethyl, it being possible when several radicals R are present in the molecule for those radicals to be identical or different, benzyloxycarbonylmethoxy, lower alkoxycarbonyl-methoxy, phenyl, amino, lower alkanoylamino, lower alkylamino, N,N-di-lower alkylamino, hydroxy, lower alkanoyloxy, carboxy, lower alkoxycarbonyl, carbamoyl, N-lower alkyl-carbamoyl, N,N-di-lower alkyl-carbamoyl, cyano or by nitro; alkoxycarbonyl; carbamoyl; N-lower alkyl-carbamoyl; N,N-di-lower alkyl-carbamoyl; N-benzylcarbamoyl; formyl; lower alkanoyl; lower alkenyl; lower alkenyloxy; or alkylamino, phenyl moiety by halogen, lower alkyl, hydroxy, lower alkanoyloxy, lower alkoxy, carboxy, lower alkoxycarbonyl, carbamoyl, N-lower alkyl-carbamoyl, N,N-di-lower alkyl-carbamoyl, cyano, amino, lower alkanoylamino, lower alkylamino, N,N-di-lower alkylamino or by trifluoromethyl, alkoxycarbonyl, carbamoyl, N-lower alkyl-carbamoyl, N,N-di-lower alkyl-carbamoyl, mercapto or R.sub.3 is lower alkyl and m is 0, 1 or 2, or lower alkyl or unsubstituted phenyl and the other of the radicals R.sub.1 and R.sub.2 has one of the meanings given above in paragraph a) with the exception of hydrogen, or substituted by amino, lower alkanoylamino, lower alkylamino, N,N-di-lower alkylamino, nitro, halogen, hydroxy, lower alkanoyloxy, carboxy, lower alkoxycarbonyl, carbamoyl, N-lower alkyl-carbamoyl, N,N-di-lower alkyl-carbamoyl or by cyano, or are aza-1,4-alkadienylene having up to 9 carbon atoms, or d) when q is 1, R.sub.1 and R.sub.2 are each independently of the other unsubstituted lower alkyl or unsubstituted phenyl or have one of the meanings given above in paragraph alkyl-carbamoyl or N,N-di-lower alkyl-carbamoyl, R.sub.1 and R.sub.6 are each hydrogen and R.sub.2 is methyl.
The prefix "lower" used hereinbefore and hereinafter denotes a radical having up to and including a maximum of 7, especially up to and including a maximum of 4, and above all 1 or 2, carbon atoms.
Preferably, n is 2 or especially 1. When there is only one substituent R, that substituent is preferably in the 3-position on the phenyl ring. When two substituents R are present, those substituents are preferably in the 3- and 4-positions.
Halogen R is bromine, iodine or preferably fluorine or chlorine. When n is 1, R is preferably chlorine.
Lower alkyl is, for example, methyl.
Lower alkanoyloxy is, for example, acetoxy.
Lower alkoxy is, for example, methoxy.
Lower alkoxycarbonyl is, for example, methoxycarbonyl.
N-Lower alkyl-carbamoyl is, for example, N-methyl-carbamoyl, N-(n-butyl)-carbamoyl or N-(3-methyl-but-1-yl)-carbamoyl.
N,N-Di-lower alkyl-carbamoyl is, for example, N,N-di-methyl-carbamoyl.
Lower alkanoylamino is, for example, acetylamino.
Lower alkylamino is, for example, methylamino.
N,N-Di-lower alkylamino is, for example, dimethylamino.
Lower alkoxycarbonyl-methoxy is, for example, methoxycarbonyl-methoxy.
Substituted phenyl R.sub.1 or R.sub.2 may carry one or more, but preferably not more than three, substituents which may be identical or different. Substituted phenyl R.sub.1 or R.sub.2 preferably carries only one substituent which may be in the ortho-, the meta- or, preferably, the para-position.
Phenyl-substituted phenyl R.sub.1 or R.sub.2 is, for example, biphenylyl, preferably 4-biphenylyl.
Pyridyl is, for example, 2-pyridyl.
Halogen in a radical R.sub.1 or R.sub.2 is fluorine, bromine, iodine or preferably chlorine.
Naphthyl is, for example, 2-naphthyl.
Lower alkenyl is, for example, vinyl, prop-1-enyl or prop-2-enyl (allyl).
Lower alkenyloxy
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Bold Guido
Brill Wolfgang Karl-Diether
Frei Jorg
Traxler Peter
Borovian Joseph J.
Novartis AG
Raymond Richard L.
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