complexes with zinc, cobalt or manganese sulfate resp.. Nebacetin Yamanouchi- Prednitracin CIBA Cicatrex Glaxo Neobac Dermapharm Tonsilase Media-comb.. 174 B Baclofen Collunovar SynthC1
Trang 1Aztreonam A 171
1 CIS03H, 2-picoline CH2C12
2 V CH2CI2
b
iCH"'
XI
N1-sulfo-NZ-benzyloxycorbonyl-0-rnethylsulfonyl-
L-threoninornide tetrabutylornrnoniurn salt (XII)
VIII
K2C03, C2H4C12, H20 H2, Pd-C CZH,OH N-hydroxybenzotriozole, DCC
w
Reference(s):
US 4 386 034 (Squibb; 31.5.1983; prior 10.2.1982)
US 4 529 698 (Squibb; 16.7.1985; prior 5.11 ,1984)
US4 625 022 (Squibb; prior 25.11.1986; 2.2.1981)
DOS 3 104 145 (Squibb; appl 6.2.1981; USA-prior 29.8.1980)
GB 2 071 650 (Squibb; appl 6.2.1981; USA-prior 7.2.1980,29.9.1980)
Formulation(s): amp 2 g; inj powder 500 mg, 1 g, 2 g; lyo for inf 2 g; vial 1 g13 ml
Trade Narnefs):
D: Azactam (Bristol-Myers GB: Azactam (Bristol-Myers J: Azactam (Squibb; 1987)
Squibb; 1985) Squibb; 1986) USA: Azactam (Bristol-Myers
F: Azactam (Sanofi Winthrop) I: Axactam (Squibb; 1984) Squibb; 1987)
Trang 2172 B Bacampicillin
Use: antibiotic (broad spectrum penicillin) RN: 50972-17-3 MF: CzIHz7N,07S MW: 465.53
CN: [2S-[2a,5a,6~(S*)]]-6-[(aminophenylacetyl)a~no]-3,3-~methyl-7-oxo-4-thia-l-
azabicyclo[3.2.0]heptane-2-carboxylic acid 1 -[(ethoxycarbonyl)oxy]ethyl ester
monohydrochloride
RN: 37661-08-8 MF: CzIHz7N,07S HCl MW: 501.99 EINECS: 253-580-4
LD,,: 184 m g k g (M, i.v.); 8529 m g k g (M, p.0.);
176 m g k g (R, i.v.); 10 g k g (R, p.0.)
azidocillin sodium salt
(9 v.)
1 -chloroethyl ethyl carbonote
Referencefs):
DAS 2 144 457 (Astra; appl 4.9.1971; S-prior 17.9.1970, 20.1 1.1970)
US 3 873 521 (Astra; 25.3.1975; S-prior 17.9.1970; 20.11.1970)
US 3 939 270 (Astra; 17.2.1976; S-prior 17.9.1970; 20.1 1.1970)
6-(D-a-azidaphenylacetamido)-
Formulation(s): f c tabl 400 g, 800 mg; susp 125 mg (as hydrochloride)
Bacampicillin
Trade Name(s):
D: Ambacamp (Pharmacia & Penglobe (Lematte et
Penglobe (Astra; 1977) GB: Ambaxin (Upjohn; 1980) J:
penicillanic acid 1 -ethoxycarbonyl-
oxyethyl ester (1)
Bacacil (Pfizer) Penglobe (Bracco) Bacacil (Pfizer Taito) F: Bacampicine (Pharmacia & I: Ambaxin (Upjohn) Penglobe (Yoshitomi) Upjohn) Amplibac (Schwarz) USA: Spectrobid (Pfizer; 1981)
Use: polypeptide antibiotic (mainly topical application)
RN: 1405-87-4 MF: C66H,o,N17016S MW: 1422.72 EINECS: 215-786-2
LD,,,: 360 mglkg (M, i.v.); >3750 mglkg (M, p.0.)
CN: bacitracin
Trang 3Bacitracin B 173
RN: 22601-59-8 MF: Ch6H103Ni7016S MW:
Bacitracin A
1422.72 EINECS: 245-1 15-9
"Bacitracin" is submitted as mixture of bacitracin A with other bacitracins
From culture of Bacillus subtilis and purification on ion-exchangers
Referencefs):
US 2498 165 (US-Secret of War; 1950; appl 1946)
US 2 828 246 (Commercial Solvents Corp.; 1958; appl 1956)
purijication:
US 2 457 887 (Ben Venue Labs.; 1949; appl 1947)
US 2 609 324 (Commercial Solvents Corp.; 1952; appl 1949)
US 2 774 712 (S B Penick & Co.; 1956; appl 1955)
US 2776 240 (Commercial Solvents Corp.; 1957; appl 1954)
US 2 834 71 1 (Commercial Solvents Corp.; 1958; appl 1956)
US 2 915 432 (Merck & Co.; 1959; appl 1955)
US 2 960 437 (Pfizer; 1960; appl 1955)
US 3 795 663 (Commercial Solvents Corp.; 5.3.1974; appl 1.5.1972)
US4 101 539 (IMC Chemical; 18.7.1978; appl 17.10.1977)
complexes with nickel salts:
US 2 903 357 (Grain Processing Corp.; 1959; appl 1958)
Na-bacitracin methanesulfonate:
US 3 205 137 (Warner-Lambert; 7.9.1965; appl 19.3.1963)
complexes with zinc, cobalt or manganese sulfate resp sulfonates:
US 3 384 631 (Spofa; 21.5.1968; appl 23.6.1965; CSSR-prior 26.6.1964)
complexes with metal methanesuljnates:
US 3 441 646 (Commercial Solvents; 29.4.1969; appl 22.1.1965)
complex with calcium or magnesium alkylbenzenesulfonates:
US 3 891 615 (Commercial Solvents; 24.6.1975; appl 25.10.1973)
Formulation(s): amp 50000 iu; vial 5000 iu; nasal ointment 300 iu; ointment 300 iu, 500 iu; powder 300 iu Trade Namefs):
D: Anginomycin (MIP Frubienzym (Boehringer Polyspectran (A1con)-
Batrax (Gewo)-comb Nebacetin (Yamanouchi)- Prednitracin (CIBA
Cicatrex (Glaxo Neobac (Dermapharm) Tonsilase (Media)-comb Wellcome)-comb Neotracin (CIBA Vision) F: Bacicoline (Merck Sharp &
Dohme-Chibret)-comb
Trang 4174 B Baclofen
Collunovar (SynthC1abo)-
comb
Lysopaine ORL
(Boehringer 1ng.)-comb
Maxilase Bacitracine
(Sanofi Winthrop)-comb
Oropivalone (Jouveina1)-
comb
Pimafucort (Beytout)-
comb
generics GB: Cicatrin (Glaxo Wellcome)-comb
Polyfax (Dominion)-comb
I: Bimixin (Lusofarmaco)- comb
Enterostop (Teafarma)- comb
Orobicin (Fu1ton)-comb
J: Bacitracin (Ono)
USA: Betadine (Purdue Frederick) Cortisporin (Burroughs I
Wellcome)-comb
Neosporin (Glaxo Wellcome; Warner- Lambert)
Polysporin (Warner- ,
Lambert) generics
Use: muscle relaxant (antispasmodic) RN: 1134-47-0 MF: C,,H12ClN02 MW: 213.66 EINECS: 214-486-9
LD,,,: 3 1 m g k g (M, i .v.); 200 mglkg (M, p.0.);
78 mglkg (R, i.v.); 145 mglkg (R, p.0.)
CN: P-(aminomethyl)-4-chlorobenzenepropanoic acid
oldehyde
ethyl acetoacetole ClW O ~ C H ~
3-(4-chlorapheny1)- glutoric ocid (1)
I
C I
3-(4-chlorophenyl)- 3-(4-chloropheny1)- Baclofen
glutaric anhydride glutarimide
ethyl 4-chlorocinnamate nitromethone (11)
Hz Raney-Ni
CI
Reference(s):
lJS 3 634 428 (Ciba; 11.1.1972; CH-prior 9.7.1963, 22.5.1964)
b JP 45 016 692 (Uchimaru, F et al.; Daiichi Seiyku; appl 10.6.1970); C.A (CHABAS) 73, 7 7 6 1 7 ~ (1970)
Trang 5Balsalazide sodium B 175
conlbination with ncuroleptics:
US 3 947 579 (Nelson Research & Dev.; 30.3.1976; appl 3.6.1974)
US 3 978 216 (Nelson Research & Dev.; 31.8.1976; prior 3.6.1974, 16.7.1975)
US 4 138 484 (Nelson Research & Dev.; 6.2.1979; prior 3.6.1974, 16.7.1975, 16.8.1976,25.7.1977)
Fonnulation(s): inj sol 0.05 mgll ml, 10 mgl20 ml, 10 mg15 ml; intrathecal inj 50 pglml, 0.05 mglml,
10 mgl20 ml, 10 mg15 ml; liquid 5 mgl5 ml; tabl 5 mg, 10 mg, 25 mg
Trade Name(s):
D: Lebic (Isis Puren) GB: Lioresal (Novartis)
Lioresal (Novartis Pharma) I: Lioresal (Ciba)
F: LiorCsal (Novartis) J: Gabalon (Daiichi)
Lioresal (Novartis)
Balsalazide sodium
(BX-66 1 -A)
ATC: DO8 Use: anti-inflammatory
RN: 82101-18-6 MF: C,,H,,N,Na,O, MW: 401.29
CN: 5-[[4-[[(2-carboxyethyl)amino]carbonyl]phenyl]azo]-2-hydroxybenzoic acid disodium salt
@)-free acid
RN: 80573-04-2 MF: C,,H,,N,O, MW: 357.32
4-nitrobenzoyl ,L-alonine
chloride
N-(4-nitrobenzoyl) p-olanine (I)
1 NoN02 HZO, HCI 5 ' COOH
H , Pd-C C H OH
L a H2N%gc"CooH I , ""-0 sodium nitrite + 11
0 2 salicylic acid
N-(4-aminobenz0yl)- palanine
Refcrence(s):
DE 3 128 819 (Riorex Lab.; appl 21.7.1981; GB-prior 21.7.1980,7.7.1981)
(11)
Formulation(s): cps 750 mg (as disodium salt)
Balsalazide sodium
Trade Name(s):
GB: Colazide (Astralmanuf by
Salix)
Trang 6176 B Bambuterol
Bambuterol
(KWD-2183)
ATC: R03CC12 Use: P2-receptor agonist, orally active lipophilic terbutaline ester prodrug, 1
long lasting bronchodilator RN: 81732-65-2 MF: C,,H,,N,OS MW: 367.45
CN: dimethylcarbamic acid 5-[2-[(1,1-dimethylethyl)amino]-l-hydroxyethyl]-l,3-phenylene ester
monohy drochloride
RN: 81732-46-9 MF: CI,H2,N,0s HCI MW: 403.91
3',5'-dihydroxy- dimethyl-
acetophenone carbamoyl
chloride
3',5'-bis(dimethy1corb- amoyloxy)acetophenone (I)
I Bombuterol
EP 43 807 (Draco; appl 30.6.1981; GB-prior 9.7.1980,29.5.1981)
DOS 3 163 871 (Draco; appl 23.1.1981; GB-prior 9.7.1980,29.5.1981)
(alternative synthes~s given)
Formulation(s): tabl 10 mg, 20 mg; sol 0.1%
Trade Namefs):
D: Bambec (Astra)
Bamethan
(Butylnorsynephrine; Butyloctopamine)
ATC: C04AA31 Use: sympathomimetic, vasodilator RN: 3703-79-5 MF: C,,Hl,N02 MW: 209.29 EINECS: 223-043-9
LD,,,: 72 m g k g (M, i.v.); 562 mglkg (M, p.0.);
80 m g k g (R, i.v.)
CN: a-[(butylamino)methyl]-4-hydroxybenzenemethanol
sulfate (2:l)
RN: 5716-20-1 MF: CI2Hl9NO2 1/2H2S04 MW: 516.66 EINECS: 227-214-9
LD,,: 72 m g k g (M, i.v.); 1600 mglkg (M, p.0.);
>I500 m g k g (R, p.0.)
Trang 7Bamifylline B 177
benzoyl 4'- hydroxy- 4'-benzoyloxy-
chloride ocetophenone acetophenone
butylornine N-(4-benzoyloxy-
phenocyl)butylomine
4-benzoyloxy- phenocyl bromide (1)
Corrigan, J.R et al.: J Am Chem Soc (JACSAT) 67, 1894 (1945)
D: Emasex (Eurim Pharma)-
comb
Heweven (Hevert)
Medigel (Medice)-comb
Theo-Hexanicit (Astral
Promed)
Vasoforte N Kapseln
(Krugmann)
F: Escinogel (Doms-Adrian)-
comb
GB: Vasculit (Boehringer Ing.);
wfm I: Vasculat (Boehringer Ing.;
as sulfate) J: Bloodbin (Nakataki) Butibatol (Hishiyama) Butosin (Kobayashi) Cyclate (Hokuriku) Garmin (Fuso)
Pan Line (Maruishi)
Pericardin (Santen- Yamanouchi) Simpelate (Seiko Eiyo) Valtolmin (Sanwa) Vasculat (Tanabe; as sulfate)
Vasolat (Kanto) Vasolen (Toho) Vasstol (Nichiiko) Yonomol A (Sawai)
Use: bronchodilator, coronary vasodilator RN: 2016-63-9 MF: C,,H,,N,O, MW: 385.47
CN: 7-[2-[ethyl(2-hydroxyethyl)aminolethyl]-3,7-dihydro-1,3-dimethyl-8-(phenylmethyl)-1H-purine-2,6~
dione
monohydrochloride
RN: 20684-06-4 MF: C,,H,N,O, HCl MW: 421.93 EINECS: 243-967-6
Trang 8178 B Bamipine
Reference(s):
BE 602 888 (A Christiaens S.A.; appl 21.4.1961; GB-prior 22.4.1960)
ethanol
Fonnulation(s): inj sol 300 mgf5 ml; suppos 250 mg, 750 mg; tabl 300 mg
Barnifylline
Trade Name(s):
D: Trentadil (Fresenius); wfm Trentadil injectable (Evans I: Bamifix (Chiesi)
F: Trentadil (Evans Medical) Medical) Briafil (Alfa Wassermann) Trentadil (Scdaph); wfm GB: Trentadil (Armour); wfm
Use: antihistaminic RN: 4945-47-5 MF: C,,H2,N2 MW: 280.42 EINECS: 225-587-2
LD,,: 250 mglkg (M, p.0.)
CN: l-methyl-N-phenyl-N-(phenylmethyl)-4-piperidinamine
monohydrochloride
RN: 1229-69-2 MF: C,,H,N, HCI MW: 316.88
LD,,: 60 m g k g (M, i.v.); 750 mglkg (M, p.0.);
460 m g k g (R, p.0.);
189 mglkg (dog, p.0.)
lactate (1:l)
RN: 61670-09-5 MF: C,,H2,N, C,H,O, MW: 370.49
aniline 1 -methyl- 1-methyl-4-
4-piperidone phenylimino-
piperidine
CH3
1 sodium amide
2 benzyl chloride
EINECS: 262-887-2
1 -methyl-4-anilino- piperidine (I)
Reference(s):
U S 2 683 714 (Knoll AG; 1954; D-prior 1949)
Trang 9Barbexaclone B 179
Formulation(s): cream 20 mg; drg 20 mg; f c tabl 50 mg; gel 20 mg
Trade Nameis):
D: Bamipin (ratiopharm) F: Taumidrine (Knoll); wfm
Soventol (Knoll) I: Soventol (Knoll); wfm
Use: antiepileptic RN: 4388-82-3 MF: C,2H,2N203 MW: 232.24 EINECS: 224-504-7
LD,,: 334 mg/kg (M, p.0.);
306 mg/kg (R, p a )
CN: 5-ethyl-5-phenyl-2,4,6(1H,3H,SH)-pyrimidinetrione, compd with ( 9 - N , a -
dimethylcyclohexaneethanamine (1: I)
Reference ( s ) :
DE 1 120 452 (Knoll; appl 16.4.1960)
phenaborbitol (-)-propylhexedrine
Formulation(s): drg 100 mg, 25 mg
Barbexaclone
Trade Nurne(s):
D: Maliasin (Knoll) I: Maliasin (Ravizza)
Use: hypnotic RN: 57-44-3 MF: C8HI2N2O3 MW: 184.20 EINECS: 200-331-2
LD,,: 600 mg/kg (M, p a )
CN: 5,5-diethyl-2,4,6(1H,3H,5H)-pyrimidinetrione
monosodium salt
RN: 144-02-5 MF: C,H,,N,Na03 MW: 206.18 EINECS: 205-613-9
LD,,: 830 mglkg (M, i.v.); 800 mglkg (M, p.0.);
280 mglkg (R, i.v.1; 600 mglkg (R, p.0.)
diethyl
diethylrnolonate
Reference(s):
Fischer; Dilthey: Justus Liebigs Ann Chem (JLACBF) 335,338 (1904)
Trang 10180 B Barnidipine
Formulation(s): tabl 250 mg, 500 mg
Trade Name(s):
D: Barbimetten (Hormosan); F: combination preparations; 1: Barbitt (Tariff Integrative)
Barnidipine
(Mepirodipine hydrochloride)
ATC: C08CA12 Use: antihypertensive agent, long active calcium antagonist
RN: 104757-53-1 MF: C2,H2,N,0, HC1 MW: 528.01
CN: [S-(R* , R * ) ] - l , 4 - D i h y d r o - 2 , 6 - d i m e t h y l - 4 - ( 3 - n i t r o p h e n y ~ b o x y i c acid methyl 1 -
(phenylmethy1)-3-pyrrolidinyl ester hydrochloride
free base
RN: 104713-75-9 MF: C2,H2,N,0, MW: 491.54
racemate
RN: 71863-55-3 MF: C2,H2,N,0, MW: 491.54
HO*,,, C O O H
C C O O H
L-molic acid
O v C H 3
2 LiAlH THF
a
1 benzylamine
2 lithium oluminum
hydride
o7
9 CH,COONo, 80°C
diketene (3s)-1 -benzyl-3-
hydroxypyrrolidine (I)
2 methyl 3-aminocrotonote (IV)
2 N
3 hydrolysis
_+
1 , tert-butyl acetoocetote m-nitro-
benzoldehyde (111)
Bornidipine