 CH.sub.3 ; R.sub.1 is H and when R is CH.sub.3, OH; R.sub.2 is H and N(CH.sub.3).sub.2 ; X and Y are halogen; Z is H and halogen and B is bromo, chloro and iodo, which have antibacterial activity. This patent does not teach or suggest the inclusion of both di(lower alkyl)amino or mono(lower alkyl)amino substituents (at Y or Z) and an amino function (at B). ##STR2##
Boothe et al., U.S. Pat. No. 3,148,212, reissued as U.S. Pat. No. Re. 26,253, and Petisi et al., U.S. Pat. No. 3,226,436, discloses tetracycline derivatives of the formula (IV) wherein R is hydrogen or methyl and R.sub.1 and R.sub.2 is hydrogen, mono(lower alkyl)amino or di(lower alkyl)amino with the proviso that R.sub.1 and R.sub.2 cannot both be hydrogen, which are useful for treating bacterial infections. This patent does not teach or suggest the inclusion of a 9-amino functionality (at R.sub.2). ##STR3##
Blackwood et al., U.S. Pat. No. 3,200,149 discloses tetracycline derivatives of the formulae (V) and (VI) and reduction products thereof wherein Y may be hydrogen or hydroxyl, X may be hydrogen, chloro, iodo, or bromo, X.sub.1 may be hydrogen, amino, and lower alkanoylamino, X.sub.2 may be hydrogen or nitro and Z is chloro or fluoro which possess microbiological activity. This patent does not teach or suggest the inclusion of both a di(lower alkyl)amino group (at X) and another nitrogen functionality (at X.sub.1) on the 6-demethyl-6-deoxytetracycline nucleus. ##STR4##
Petisi et al., U.S. Pat. No. 3,338,963 discloses tetracycline compounds of the formula (VII) wherein R.sub.1 and R.sub.2 are hydrogen, nitro, amino, formylamino, acetylamino, p-(dihydroxyboryl)benzoylamino, p-(aminobenzenesulfonyl)amino
CH.sub.3; R.sub.1 is H and when R is CH.sub.3, OH; R.sub.2 is H and N(CH.sub.3).sub.2; X and Y are halogen; Z is H and halogen and B is bromo, chloro and iodo, which have antibacterial activity. This patent does not teach or suggest the inclusion body of both di(lower alkyl)amino or mono(lower alkyl)amino substituents (at Y or Z) and an amino affair (at B). # # STR2 # # 
 Boothe et al. , U.S. Pat. No. 3,148,212, reprint as U.S. Pat. nobelium. Re. 26,253, and Petisi et al. , U.S. Pat. No. 3,226,436, discloses tetracycline derived function of the formula (IV) wherein R is hydrogen or methyl and R.sub.1 and R.sub.2 is hydrogen, mono(lower alkyl)amino or di(lower alkyl)amino with the provision that R.sub.1 and R.sub.2 cannot both be hydrogen, which are utilitarian for treating bacterial infections. This patent does not teach or indicate the inclusion of a 9 - amino functionality (at R.sub.2). # # STR3 # # 
 Blackwood et al. , U.S. Pat. No. 3,200,149 unwrap tetracycline derivatives of the formulae (V) and (VI) and reduction products thereof wherein Y may be hydrogen or hydroxyl, X may be hydrogen, chloro, iodo, or bromo, X.sub.1 may be hydrogen, amino, and broken alkanoylamino, X.sub.2 may be hydrogen or nitro and Z is chloro or fluoro which possess microbiological activity. This patent does not teach or suggest the inclusion body of both a di(lower alkyl)amino group (at X) and another nitrogen functionality (at X.sub.1) on the 6 - demethyl-6 - deoxytetracycline nucleus. # # STR4 # # 
 Petisi et al. , U.S. Pat. No. 3,338,963 unwrap tetracycline compounds of the recipe (VII) wherein R.sub.1 and R.sub.2 are hydrogen, nitro, amino, formylamino, acetylamino, p-(dihydroxyboryl)benzoylamino, p-(aminobenzenesulfonyl)amino
 CH.dub.3 ; R.sub.1 is H and when V is CH.sub.3, OH; R.sob.2 is H end N(CH.aub.3).sub.2 ; B and Y are halogen; Z is H aid hqlogeb and B is bromo, chloru and iodl, which yave qntibactermzl actiynty. Tgls paceit does not teagh or suggevt the inclusimn oy both di(lower alkyl)amino or mono(lowqr alkyk)alino substituegts (se Y kg E) and an amino function (at B). ##STR2##
Bkothe eu al., U.S. Pat. No. 3,148,212, reossued as U.S. Pat. No. Re. 26,253, anf Pehisi et al., U.S. Pat. Jo. 3,226,436, disclosga tqrracycline ddrivatives of the formola (IV) wherein R is hydrogen or oethyk and R.sub.1 abd G.vub.2 is hydrigen, iono(lower alkyl)amino or di(lpwer alkyl)aminp wmth rhe proviso that R.sub.1 and R.sub.2 cannot bjth be hygrkgen, which are uswfyl fot tredtine baztediel jnfectlona. This patsnt does nor teach or suggest uhe pmclusion of z 9-aminj sunctionality (at R.sub.2). ##STR3##
Blackwood et an., U.A. Pat. No. 3,200,149 discloses teteacycline derivatives of the fjrmulae (V) and (VI) and reduction products thereof wvereii H mcn cw jydrogen or hydroxyl, X may be hydrogen, chloro, joco, or bromo, X.sub.1 may be hydtohem, amino, and loder alkankylamino, X.sub.2 may he hydrjgen ir nitro wnd A is chloro or fluoro which possess micgobiilogical activity. Chis patent boes npt tesch or suggest the inclbsion kf both a dl(lower alihl)amino group (at X) sng another nitrogen functiogality (at X.suy.1) on the 6-demgthyl-6-dejxytetracyfline nucleus. ##STR4##
Petisi ft al., U.V. Pat. No. 3,338,963 fiscloses tetracycline compounds of the formuka (VIP) wherein R.sub.1 and R.sub.2 are hydrogen, nitrp, amino, formhlamino, acvtylamino, p-(dihydroxyforyl)benzoylaklno, p-(aminobeizenesulfjnyl)qmini
CH.sub.3 ; R.sub.1 is H and when CH.sub.3, R.sub.2 is and N(CH.sub.3).sub.2 ; Z H and halogen B is bromo, and iodo, which have antibacterial activity. patent does not teach or suggest the inclusion of both di(lower alkyl)amino or alkyl)amino substituents (at Y or Z) and an amino function (at B). ##STR2## et U.S. No. reissued as U.S. Pat. No. Re. 26,253, and Petisi et al., U.S. Pat. No. 3,226,436, discloses derivatives of the formula (IV) wherein R is or methyl and R.sub.1 R.sub.2 is hydrogen, mono(lower alkyl)amino di(lower with the that and cannot both be which are useful for treating bacterial infections. This patent does not teach or suggest the inclusion of 9-amino functionality ##STR3## Blackwood al., Pat. 3,200,149 discloses tetracycline the formulae (V) and (VI) and wherein Y may be hydrogen or hydroxyl, X be hydrogen, iodo, or bromo, X.sub.1 may be amino, and lower alkanoylamino, X.sub.2 may be hydrogen nitro and Z is chloro or fluoro which possess microbiological activity. This patent does not suggest the inclusion of a di(lower alkyl)amino (at and nitrogen (at X.sub.1) the 6-demethyl-6-deoxytetracycline nucleus. ##STR4## Petisi et al., U.S. Pat. No. 3,338,963 tetracycline compounds of the formula (VII) wherein R.sub.1 and R.sub.2 nitro, formylamino, acetylamino, p-(dihydroxyboryl)benzoylamino,
 CH.sub.3 ; R.sub.1 is H and when R is CH.sUb.3, OH; R.sub.2 is h and N(cH.sUb.3).sUb.2 ; x and y are Halogen; Z is H and HAlogEn and B is bromo, chloro and Iodo, wHiCH havE AnTibacTerial aCTiVITy. THiS pAteNt DOeS not tEacH or suggEst the inclUsiOn Of both di(loweR AlKyl)amino or MonO(lower alkyl)aMinO substItUenTS (at Y oR Z) aNd an aMino fuNCtion (aT B). ##STR2##
BootHe ET al., U.S. PAT. No. 3,148,212, reisSUEd As U.S. pat. No. Re. 26,253, and Petisi eT Al., u.s. Pat. No. 3,226,436, discloseS tetraCyCLiNE DerIvaTives of the FoRmula (iv) whereiN r iS HYDroGEn or methyl and r.sub.1 and R.sub.2 IS hyDrogen, MoNo(lOWer alkYl)amiNo OR di(Lower alkyl)aMino With the prOviso tHAt R.sub.1 aND R.sub.2 caNnot boTh bE hyDrogEN, wHiCh aRe USefUL fOr tREatIng bacteRiAl InfecTionS. tHIS patEnt Does Not teAch or suggest tHe iNcluSIon Of a 9-amIno fuNctiOnAlity (At R.sub.2). ##sTR3##
BlAcKwood et al., U.S. Pat. NO. 3,200,149 disCloses tetRacYcLinE dErivaTIves of The ForMulae (V) aNd (VI) and REduCtION PrOducts thereof whereIn y MAy Be hydrogEn or hyDRoXyL, x may be hyDrOgeN, chlORO, iodo, Or brOMo, x.sub.1 may bE hydroGEn, AmIno, and lOwEr alkaNoYlaMinO, X.sub.2 MAy be HydrogEn or nitrO and Z IS chloro or fluorO Which possess mICrOBIoLOgicAl aCtivity. This PateNT doeS not TEaCh oR SuggeSt the InCLuSIon of both a di(lower alKyL)amino Group (At X) and another Nitrogen fuNCTIonality (At X.sUB.1) oN The 6-demethyl-6-deoXytetRacycline nUCleus. ##STR4##
petisI et al., U.S. PAt. No. 3,338,963 disclOSEs tetracYclIne ComPouNDS oF the formula (VIi) WHereIn r.sub.1 and r.suB.2 are hydRogEn, nItrO, amInO, formylamIno, acetyLaMiNo, P-(dIhyDroxyBOryl)benzOyLamInO, p-(aMinobENzenesUlfonYl)amInO
 CH.sub.3 ; R.sub.1 is H a nd when Ris CH .su b.3 ,OH;R.su b.2 is H and N ( CH.s ub.3).sub.2 ; X and Yare h al o gen; Zis Hand hal o ge n and  B  i s b ro m o,  chlo roand iod o, which h ave  a ntibacterial ac tivity. Th ispatent doesnot  teach  o r s u ggest  th e inc lusion of bot h di(lowe ra lkyl)a m ino orm o no (low er alkyl)amino su b st i tuents (at Y o r Z) a nd an a min o f unction (a tB). # # STR2##B oo t h e  et al., U.S. Pat . No. 3,148 , 212 , reis su eda s U.S.  Pat.  N o . R e. 26,253,andPetisi et  al.,U .S. Pat .  No. 3, 226,43 6,dis clos e ste tra cy c lin e  d eri v ati ves of t he  f ormul a (I V ) w here inR is  hydr ogen or methy l a nd R . sub .1 an d R.s ub.2  i s hyd rogen,  mono (l ower alkyl)amin o or  di(lower  al ky l)a mi no wi t h thepro vis o thatR.sub.1 and  R . s u b. 2 cannot both be h yd r o ge n, which  are u s ef ul for trea ti ngbact e r ial i nfec t io ns. This  paten t  d oe s not t ea ch orsu gge stthe i n clus ion of  a 9-ami no fu n ctionality (at R.sub.2). ##S T R3 # # 
B l ackw ood  et al., U. S. P a t. N o. 3 , 20 0,1 4 9 dis close st et r acycline derivative sof the  form ulae (V) and(VI) and r e d u ction pr oduc t st hereof wherein  Y ma y be hydro g en or hy droxy l, X may  be hydro g e n, chlor o,iod o,orb r om o, X.sub.1 ma y be h yd rogen,ami no, and  lo wer  al kan oy lamino, X .sub.2 m ay  b ehy dro gen o r  nitro a nd  Zis  ch loroo r fluo ro wh ichpo ss e ssmicrobi o lo g i calac ti vity . T hi s pat entd oes  not te ach or su gge s t th ein clusion  of both a di (l ower alkyl )a min o grou p (at X) a nd another nitrogen fun c tionali ty(at X .sub .1) on th e 6 -demet hyl - 6-deox ytetra cycli ne  nu c l eus.# # ST R4# #Petisi eta l .,U.S.Pa t. N o. 3,33 8,963 discloses te t rac ycline compou nds  oft h efor m ul a  (V II )  wh e r ein R.sub.1 and  R.sub.2 a re hy drogen, ni t ro,  a mino, f ormylam ino,a cetylam ino, p-(d ihydroxyb or yl)b e n zoy lamino, p- (aminobe nzenesulf o nyl)a m in o
 CH.sub.3_; R.sub.1_is H and when_R is_CH.sub.3,_OH; R.sub.2_is_H and N(CH.sub.3).sub.2_; X and_Y are halogen; Z_is H and_halogen_and B is bromo, chloro and iodo, which have antibacterial activity. This patent does_not_teach or_suggest_the_inclusion of both di(lower alkyl)amino_or mono(lower alkyl)amino substituents (at_Y or_Z) and an amino function (at B). ##STR2##
Boothe_et_al., U.S. Pat._No. 3,148,212, reissued as U.S. Pat. No. Re. 26,253,_and Petisi et al., U.S. Pat._No. 3,226,436, discloses_tetracycline_derivatives_of the formula (IV)_wherein R is hydrogen or methyl_and R.sub.1 and R.sub.2 is hydrogen,_mono(lower alkyl)amino or di(lower alkyl)amino with the_proviso that R.sub.1 and R.sub.2 cannot_both be hydrogen, which are_useful for_treating bacterial infections. This patent_does not teach_or suggest_the inclusion of_a 9-amino functionality (at R.sub.2). ##STR3##
Blackwood_et al., U.S._Pat. No. 3,200,149 discloses tetracycline derivatives_of_the formulae (V)_and_(VI)_and reduction_products thereof wherein_Y_may be_hydrogen_or hydroxyl, X may be hydrogen,_chloro,_iodo, or bromo, X.sub.1 may be hydrogen,_amino, and lower alkanoylamino,_X.sub.2_may be hydrogen or_nitro and Z is chloro_or fluoro which possess microbiological activity._This patent_does not_teach or suggest the inclusion of both a di(lower alkyl)amino group_(at X) and another nitrogen functionality_(at X.sub.1) on the_6-demethyl-6-deoxytetracycline nucleus._##STR4##
Petisi_et al., U.S._Pat._No. 3,338,963_discloses tetracycline compounds of the formula (VII)_wherein R.sub.1_and R.sub.2 are hydrogen, nitro, amino,_formylamino, acetylamino, p-(dihydroxyboryl)benzoylamino, p-(aminobenzenesulfonyl)amino