Smith Kline & French Laboratories Limited

George S Sach

Graham J Durant

Charon R Ganellin

David G Cooper

Richard Martin Lee

This invention relates to 2-pyridine derivatives substituted in the 4-position with a dialkylamino- or piperidinyl- or pyrrolidinylalkyl group. The compounds have histamine H.sub.2 -antagonist activity.

Pyridine compounds which have useful histamine-H.sub.2 antagonist

Various substituted aminoalkylamino-2-pyridine derivatives are disclosed which are useful as histamine H.sub.1 -antagonists.

3,5-Substituted-2-pyridyl-alkylaminocyclobutenediones having histamine

The invention relates to a class of 3,4-diamino-1,2,5-thiadiazole-1-oxides which have histamine H.sub.1 -antagonist activity. A preferred compound of the invention is 3-[3-(5-bromo-3-methylpyrid-2-ylamino)-propylamino]-4-amino-1,2,5-thiadiaz ole-1-oxide.

3,4-diamino-1,2,5-thiadiazole-1-oxides having histamine H.sub.1

This invention relates to 2-pyridine derivatives substituted in the 4-position with a dialkylamino- or piperidinyl- or pyrrolidinylallyl group. The compounds have histamine H.sub.2 -antagonist activity.

Pyridine derivatives and use as histamine H.sub.2 antagonists

The invention provides tetrahydroquinolinylalkylamino pyrimidones, and ring homologues thereof, of the general formula (1): ##STR1## wherein R.sup.1 is hydrogen or an alkyl, alkoxy, halogen or amino-substituent, m and n are each 2, 3 or 4 and R.sup.2 is hydrogen, alkyl or variously substituted benzyl. The compounds are useful as histamine-H.sub.1 -receptor antagonists.

Tetrahydroquinolinylalkyl amino pyridones and ring homologues thereof,

The invention describes 5-halo-3-amino-2-pyridyl derivatives which are useful as histamine H.sub.1 -antagonists. Particular compounds described are 2-[4-(5-bromo-3-aminopyrid-2-yl)butylamino]-5-(6-methylpyrid-3-ylmethyl)-4 -pyrimidone and 2-[4-(5-bromo-3-aminopyrid-2-yl)butylamino]-5-(N-oxopyrid-4-ylmethyl)-4-py rimidone.

2-(3-amino-5-halo-2-pyridylalkylamino)-pyrimidones useful as histamine

3,5-Substituted-2-pyridylalkylaminothiadiazole compounds are disclosed which are useful as histamine H.sub.1 -antagonists.

3,5-Substituted-2-pyridylalkylaminothiadiazoles having histamine H.sub.1

This invention relates to 4-aminoalkyl-2-pyridyl alkylguanidines which are intermediates for pyrimidone compounds having histamine H.sub.2 -antagonist activity.

(4-aminoalkyl-2-pyridyl alkyl)guanidines

Compounds of the formula: ##STR1## where R.sup.1 is halogen or nitro; R.sup.2 is C.sub.1-4 alkyl; and R.sup.3 is a C.sub.1-3 alkylene group are intermediates to 2-(3,5-disubstituted pyridyl-alkyl amino)-5-pyridylmethyl-4-pyrimidone derivatives which are useful as histamine H.sub.1 -antagonists.

5-(Nitro or halogen)-3-(alkyl)-2-(aminoalkyl)pyridines

Pyridine derivatives histamine H.sub.2 -antagonists

This invention relates to diaminotriazole derivatives in which one amino group is substituted by a 4-dialkylamino- or piperidinyl- or pyrolidinylmethyl pyrid-2-yloxypropyl group. The compounds have histamine H.sub.2 -antagonist activity. One specific compound is 1-methyl-N.sup.5 -3-(4-[1-piperidinomethyl]-pyridyl-2-oxy)-propyl-1H-1,2,4-triazole-3,5-dia mine.

Pyridyl-2-oxy-propyl-1H-1,2,4-triazole-3,5-diamines

3,5-Disubstituted-2-pyridylalkylamino-5-optionally substituted benzyl-4-pyrimidones having histamine H.sub.1 -antagonist activity are disclosed.

2-(3,5-Substituted-2-pyridylalkylamino)-5-benzyl-4-pyrimidones

Pyridone derivatives useful as histamine H.sub.1 -antagonists are disclosed.

2-(3,5-Substituted-2-pyridylalkylamino)-5-oxopyridylmethyl-4-pyrimidones

The invention provides 2-(3,5-disubstituted pyridylalkyl amino)-5-pyridylmethyl-4-pyrimidone derivatives which are useful as histamine H.sub.1 -antagonists.

2-Aminoalkyl-pyridine derivatives

3,5-Substituted-2-pyridylalkylamino derivatives are disclosed which are useful as histamine H.sub.1 -antagonists.

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Welwyn, United Kingdom

George S Sach