Diprosalic Essex Pharma- comb.. Diprosis Essex Pharma Diprosone Essex Pharma Diprosone depot Essex Pharma-comb.. Diprosone Schering- Plough Diprosone Neomycin J: Schcring-Plough-comb.. D
Trang 1Betamethasone dipropionate B 231
Use: glucocorticoid RN: 5593-20-4 MF: C2,H,,FO7 MW: 504.60 EINECS: 227-005-2
LDso: >5 glkg (M, p.0.);
>4 g k g (R, pa.)
CN: (1 IP,16P)-9-fluoro-l l-hydroxy-16-methyl-l7,21-bis(l-oxopropoxy)pregna-l,4-diene-3,20-dione
2 CH3COOH, H,O
CH3 sulfonic acid 0
2 acetic acid
(9 v.) orthopropionate 17-propionate (I)
pyridine
CI
propianyl Betornethasone dipropionate
Referenceis):
US 3 312 591 (Glaxo; 4.4.1967; GB-prior 10.5.1963,28.1.1964)
US 3 312 590 (Glaxo; 4.4.1967; GB-prior 11.6.1963,28.1.1Y64)
DE 1 443 957 (Glaxo; appl 10.6.1964; GB-prior 11.6.1963, 28.1.1964)
review:
Ferrante, M.C.; Rudy, B.C.: Anal Profiles Drug Subst (APDSB7) 6 , 4 3 (1977)
Formulation(s): aerosol 0.1 %; amp 5 mglml; cream 0.05 %; ointment 0.05 %
Trade Nameis):
D: Diprogcnta (Essex
Pharma)-comb
Diprosalic (Essex Pharma)-
comb
Diprosis (Essex Pharma)
Diprosone (Essex Pharma)
Diprosone depot (Essex
Pharma)-comb
Diprosone (Schering- Plough)
Diprosone Neomycin J:
(Schcring-Plough)-comb
Diprostbne (Schering- Plough)-comb
GB: Diprosalic (Schering- Plough)-comb
numerous combination preparations
Dcrmosol-DP (Iwaki) Diprocel (Schering-Plough) Etynderon-DP (Taiyo) Floderon (Ohta) Ijilone-DP (Maeda) Rinderon-DP (Shionogi) F: DiprolCne (Schcring- Diprosone (Schering- USA: Diprolene (Schering)
Diprosalic (Schering- I: Betameta Diprop Lotrisane (Schcring)
Diprosept (Schcring- Diprosone (Schering-
Trang 2232 B Betamethasone divalerate
Use: glucocorticoid RN: 381 96-44-0 MF: C3,H4,F0, MW: 560.70 EINECS: 253-820-8
CN: (1 1 P, 16P)-9-fluoro-l l-hydroxy- 16-methyl-17,21-bis[(1-oxopentyl)oxy]pregna-l,4-diene-3,20-dione
pyridine
betamethasane valerate voleryi chloride
i Betamethosane divalerate
Reference (s):
US 3 3 12 591 (Glaxo; 4.4.1967; GB-prior 10.5.1963, 28.1.1964)
US 3 312 590 (Glaxo; 4.4.1967; GB-prior 11.6.1963,28.1.1964)
DE 1 443 957 (Glaxo; 10.6.1964; GB-prior 11.6.1963, 28.1.1964)
cf also betamethasone dipropionate
Formulation(s): cream 0.1 %; lotion 0.1 %; ointment 0.1 %; rectal ointment 0.05 %
Trade Name(s):
I : Betadival (Fardeco); wfm Diprosone Creme (Essex);
wfm
Use: glucocorticoid RN: 360-63-4 MF: CZ2H,FO8P MW: 472.45 EINECS: 206-636-7
LD,,: 700 mglkg (M, i.p.)
CN: (1 1 P, 16~)-9-fluoro-l1,17-dihydroxy-l6-methyl-21-(phosphonooxy)pregna-l,4-diene-3,20-dione disodiurn salt
RN: 15 1-73-5 MF: C2,H2,FNa20,P MW: 5 16.41 EINECS: 205-797-0
LD,,: 1304 mgkg (M, i.v.); 1607 mglkg (M, p.0.);
1276 mgkg (R, i.v.); 1877 mglkg (R, p.0.)
Trang 3Betamethasone valerate B 233
1 CH,-S02CI, pyridine
2 Nol, acetone
OH 3.AgH2PO,, NaOH
CH3 1 methonesulfonyl chloride
2 sodium iodide
3 silver dihydragen phosphate
betamethasone
Reference(s):
GB 913 941 (Merck & Co.; valid from 1959; USA-prior 1958)
alternative syntheses:
US 2 939 873 (Merck & Co.; 1960; prior 1959)
DOS 2 225 658 (I Villax; appl 14.12.1972; P-prior 5.6.1971)
DE 1 134 075 (Merck AG; appl 1959)
aqueous solution stabilized by 1-mercapto-2,3-propanediol:
DE 2 021 446 (Gruppo Lepetit; appl 2.5.1970; I-prior 7.5.1969)
Formulation(s): amp 2.63 mg/ml, 5.3 mglml; sol 6.6 mg/100 g
Trade Name(s):
D: Betnesol Past (Glaxo
Wellcome)
Betnesol Rekt (Glaxo
Wellcome/Cascan)
Betnesol WL (Glaxo
Wellcome/Cascan)
Celestan depot (Essex
Pharma)-comb
Diprosone depot (Essex
Pharma)-comb
F: Betnesol (Glaxo Wellcome)
Cklestttne (Schering-
Plough) Cklestttne Chronodose (Schering-Plough)-comb
Diprostbne (Schering- Plough)-comb
Gentasone (Schering- Plough)
GB: Betnesol (Glaxo) Betnesol N (G1axo)-comb
Vista-Methasone (Daniels)
Vista-Methasone (Daniels)- comb
I: Bentelan (Glaxo) Cclcstone Ar and im (Schering-Plough)
J: Barbesolone (Nihon
Tengany aku)
Betnesol (Daiichi) Linolosal (Wakamoto) Linosal (Wakamoto) Rinderon (Shionogi) Sanbetason (Santen)
Use: glucocorticoid RN: 2152-44-5 MF: C,7H3,F06 MW: 476.59 EINECS: 218-439-3
LDS": >3 g k g (M, p.0.);
23 g k g (R, p.0.)
CN: (1 1 P, 16P)-9-fluoro-l1,21-dihydroxy-16-methyl- 17-[(l-oxopenty1)ox ylpregna-l,4-diene-3,20-dione
I H ~ C + S O ~ H
Me ,,%.OH
+
i H
sulfonic ocid
0'
2 sulfuric ocid betamethasone trimethyl Betomethasone valerote
Trang 4234 B Betanidine
R<ference(s):
US 3 312 590 (Glaxo; 4.4.1967; GB-prior 11.6.1963,28.1.1964)
US 3 312 591 (Glaxo; 4.4.1967; GB-prior 10.5.1963, 28.1.1964)
alternative synthesis:
DOS 2 055 221 (Lab Chim Farm Blasina; appl 10.1 1.1970)
DOS 2 340 591 (Glaxo; appl 10.8.1973; GB-prior 11.8.1972)
DOS 2 431 377 (Lark; appl 29.6.1974; I-prior 4.1.1974)
dermatological use:
ZA 7 700 678 (S Fourie et al.; appl 7.2.1977)
FR-M 5 399 (P Temime; appl 14.10.1 965)
BE 829 197 (L Grosjean; appl 16.5.1975)
Formulation(s): cream 0.1 %; lotion 0.1 %; ointment 0.1 %; tabl 0.1 mg
Trade Name(s):
D: Betamethason Wolff
(Wolff)
Betnesol V, -"mitev (Glaxo
Wellcome/Cascan)-comb
Celestan V, -"miteu, -
crinale (Essex Pharma)
Celestan V mit Neomycin
(Essex Pharma)-comb
Celestan V mit Sulmycin
(Essex Pharma)-comb
Cordes Beta (Ichthyol)
Sulmycin (Essex Pharma)-
comb
F: Betnesalic (Glaxo
Wellcome)-comb
Betneval (Glaxo Wellcome)
Betneval NComycin (Glaxo
Wellcome)-comb
CClesloderm (Schering-
Plough)
CClestoderm Relais
(Schering-Plough)
GB: Betacap (Dermal)
Betnovate (Glaxo Wellcome) Betnovate Rectal (Glaxo Wellcome)-comb
Bettamousse (Evans) Fucibet (Leo)-comb
L: Celestoderm-V (Schering- Plough)
Dermovaleas (Valeas) Ecoval (G1axo)-comb
Ecoval-70 (Glaxo)
J: Ain V (Kobayashi) Asdesolon (Maruishi) Bectmiran (Towa) Betaclin (Sawai) Betnevate (Glaxo-Daiichi) Betnevate N (Daiichi)- comb
Calamiraderon V (Fukuchi) Cordel (Taisho)
Dermitt (Mitgamitsu
Dermosol (Iwaki)
Hormeton (Tobishi) Hormezon (Tobishi Jakuhin Kogyo)
Ijilone V (Maeda Kyowa; Ahishin)
Keligroll (Kaigai Horita) Muhibeta V (Ikeda Mohando) Muhibeta V (Nippon Shoji) Nolcart (Tatsumi)
Otumazon (Fukuchi) Rapoletin (Zeria) Rinderon-V (Shionogi) Rinderon V (Shionogi)- comb
Rinderon VA (Shionogi)- comb
Rinderon VG (Shionogi)- comb
Tochiprobetasone (Shinsei Kowa)
Beta-Val (Teva)
Betanidine
(Bethanidine)
RN: 55-73-2 MF: CIOH,,N3 MW: 177.25
LD,,,: 16.307 mglkg (M, i.v.)
CN: N,N-dimethyl-N'-(phenylmethy1)guanidine
ATC: CO2CCO1 Use: antihypertensive
sulfate (2:l)
RN: 11 4-85-2 MF: C,,,H15Nc 1/2H2S04 MW: 452.58 EINECS: 204-056-9
LD,,,: 12mgkg(M,i.v.);520mg/kg(M,p.o.);
20 m g k g (R, i.v.)
Trang 5Betaxolol B 235
\N/CH3 iodide
benzyl- methyl N1-benzyl-NZ-
ornine isothiocyonote rnethylthioureo (I)
HN'
H $ , ~ A ~ / ~ ~ ~ + H3C-NH2
rnethylornine ( I l l )
N-benzyl-N',s-
'O CH3
N J H3C\NlN,CH3
H H
Betonidine
dimethyl sulfate
Reference(s):
GB 973 882 (Wellcome Found.; appl 15.12.1960; prior 23.12.1959)
alternative synthesis:
DAS 1 568 057 (GEA; appl 9.12.1966)
Formularion(s): tabl 10 mg, 50 mg
Trade Name(s):
F: Esbatal (Wellcome); wfm I: Esbatal (Wellcome); wfm Hypersin (Zeria)
GB: Bendogen (Lagap); wfm J: Benzoxine (Sanwa)
Esbatal (Calmic); wfm Betaindol (Tanabe)
Use: selective 0-adrenoceptor blocker, antihypertensive
RN: 63659-18-7 MF: C,,H,,NO, MW: 307.43
LD,,: 37 mglkg (M, i.v.); 944 mglkg (M, p.0.)
CN: (f)-l-[4-[2-(cy~lopropylmethoxy)ethyl]phenoxy]-3-[(l-methyleth~l)amino]-2-~ro~anol
hydrochloride
RN: 63659-19-8 MF: C,,H,,NO, HCI MW: 343.90 EINECS: 264-384-3
LD,,: 37 m g k g (M, i.v.); 48 mglkg (M, p.0.);
27.4 mglkg (R, i.v.); 998 m g k g (R, p.0.);
30 m g k g (dog, p.0.)
Trang 6236 B Betazole
ethyl 4-hydroxy- benzyl
phenylacetote chloride
ethyl 4-benzyloxyphenyl- ocetate (I)
0
2 NaOH
2 cyclopropylmethyl 4-[2-(cyclopropylmethoxy)ethyl]-
bromide 1 -(phenyimethoxy)benzene
sodium hydride
(+)- 1 2-epoxy-3-[p-12-(cyclopropyl- isopropyl-
methoxy)ethyl]phenaxy]propone (11) amine
1 hydrogenation
2 epichlorohydrin
sodium hydroxide
Betoxoloi
DOS 2 649 605 (Synthelabo; appl 29.10.1976; F-prior 6.1 1.1975)
US 4 252 984 (Synthelabo; 24.2.1981; appl 20.10.1976; F-prior 6.1 1.1975)
US 4 31 1 708 (Synthelabo; 24.2.1981, F-prior 6.1 1.1975)
US 4 342 783 (Synthelabo; 3.8.1983; prior 30.6.1980)
Fomulation(s): eye drops 0.25 %, 0.5 %; f c tabl 20 mg; tabl 10 mg, 20 mg, 25 mg (as hydrochloride)
Trade Name(s):
D: Betoptima (Alcon; 1985) Kerlone (Robert el I: Betoptic coll (Alcon; Kerlone (Synthelabo; 1984) Carrikre; SynthClabol 1986)
F: Betoptic (Alcon; 1987) Schwarz; 1983) Kerlon (Synthelabo; 1987)
GB: - Betoptic (Alcon; 1986) USA: Betoptic (Alcon; 1985) Kerlone (Lorex; 1984) Kerlone (Searle)
Betazole
(Ametazole)
ATC: V04CG02 Use: gastric acid diagnostic, gastric acid stimulant
RN: 105-20-4 MF: C5HyN, MW: 111.15 EINECS: 203-278-3
CN: 1 H-pyrazole-3-ethanamine
dihydrochloride
RN: 138-92-1 MF: C5HyN, 2HCl MW: 184.07 EINECS: 205-345-2
LD,,: 803 m a g (M, i.v.); 860 mglkg (M, p.0.)
Trang 7Bethanechol chloride B 237
H
$ hydrozine hydrate H2N-NH2e H.0 y, NH3, , Hz, Raney-Ni 1 kNH2 1
N-NH,
ocetoldehyde hydrozone
Reference(s):
US 2 785 177 (Eli Lilly; 12.3.1957; prior 7.1.1952)
Formulation(s): amp 50 mg (5 %, as dihydrochloride)
Trade Name(s):
D: Betazole "Lilly"; wfm J: Histimin (Shionogi)
GB: Histalog (Lilly); wfm IJSA: Histalog (Lilly); wfm
- -
Use: parasympathomimetic
RN: 590-63-6 MF: C7HI7CIN2O, MW: 196.68 EINECS: 209-686-8
LDN: 10 mgkg (M, i.v.); 250 mgtkg (M, p.0.);
21 mgkg (R, i.v.); 1500 mglkg (R, p.0.)
CN: 2-[(aminocarbonyl)oxy]-N,N, N-tnmethyl-1 -propanaminium chloride
8-methylcholine phosgene (I)
chloride
Bethonechol chloride
u
2-(aminocorbonyl- oxy)propyl chloride
Reference(s):
a US 2 322 375 (Merck & Co.; 1943; prior 1940)
b US 1 894 162 (0 Dahner, C Diehl; 1933; D-prior 1930)
Formulation(s): amp 5 mg; tabl 5 mg, 10 mg, 25 mg, 50 mg
Trade Name(sj:
GB: Myotoninc (Glenwood) J: Besacolin (Eisai) Perista (Nissin)
I: Urecholine (Merck Sharp Bethachorol (Nichiiko) USA: Urecholine (Merck)
Trang 8238 B Bevantolol
Use: long acting cardioselective P,-
adrenoceptor blocker RN: 59170-23-9 MF: C,,H,,NO, MW: 345.44
LD,,: 419 mglkg (M, p.0.);
38 mglkg (R, i.v.)
CN: l-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-3-(3-methylphcnoxy)-2-propmol
hydrochloride
RN: 42864-78-8 MF: C,,H,NO, HCI MW: 381.90
LD,,,: 419 mglkg (M, p.0.);
25.1 mglkg (R, i.v.); 460 mglkg (R, p.0.)
CH3
3-methyl- epichloro-
phenol (I) hydrin (U)
CH3
2.3-epaxypropyl rn-tolyl ether (111)
phenethylornine (N) I
0 H
piperidine
Reference(s):
DE 2 259 489 (Parke Davis; appl 5.12.1972; USA-prior 14.12.1971)
US 3 857 891 (Parke Davis; 31.12.1974; appl 14.2.1971)
US 3 929 856 (Parke Davis; 30.12.1975; appl 3-9-1974; prior 3.9.1974, 14.12.1971)
Crowther, A.F et al.: J Med Chem (JMCMAR) 12,638 (1979)
Hoetle, M.L et a].: J Med Chem (JMCMAR) 18, 148 (1975)
Fornlulation(s): tabl 100 mg, 200 mg
Trade Name(s):
J: Calvan (Nippon USA: Vantol (Parke Davis; as
Chemiphar; Torii; as hydrochloride); wfm
hydrochloride)
Trang 9Bevonium metilsulfate B 239
(Bevonium mcthylsulfate; Piribenzil; Pyribenzil) Use: anticholinergic, antispasmodic RN: 5205-82-3 MF: C22H,RN0, CH,O,S MW: 465.57 EINECS: 226-001-8
LD,,: 17.4mglkg (M, i.v.); 1360 mglkg (M, p.0.);
26 mgkg (R, i.v.); 5080 mg/kg (R, p.0.);
1 glkg (dog, p.o.1
CN: 2-[[(hydroxydiphenylacetyl)oxy]methyl]- 1,l -dimethylpiperidinium methyl sulfate
ethyl benzilate 2-hydroxymethyl- (1-methyl-2-piperidyl-
1 -rnethylpiperidine methyl) benzilote (I)
dimethyl sulfate
Bevonium rnetilsulfate
Reference(s):
BE 616 951 (Griinenthal; appl 26.4.1962; D-prior 29.4.1961)
piribenzil:
DE 1 188 081 (Grunenthal; appl 19.2.1960)
Fonnulution(s): amp 10 mg (0.25 %); tabl 50 mg
Trade Name(s):
D: Acabel (Griinenthal); wfm J: Acabel (Dainippon)
Use: antiarteriosclerotic (antihypcrlipidem~c) RN: 41859-67-0 MF: C,,H2,CINO4 MW: 361.83 EINECS: 255-567-9
LD,,: 723 mglkg (M, p.0.);
1082 m a g (R, p.0.)
CN: 2-[4-[2-[(4-chlorobenzoyl)amino~ethyl]phenoxy]-2-methylpropanoic acid
pyridine
4-chlorobenzoyl tyromine N,O-bis(4-chlarobenmyl)tymrnine (I)
Trang 102 4 0 B Bibrocathol
oq KOH 4 0 - 4 5 O C
C
N-(4-chlorobenzoy1)- acid ethyl ester tyrarnine
Reference(s):
DOS 2 149 070 (Boehringer Mannh.; appl 1.10.1971)
FR-appl 2 154 739 (Boehringer Mannh.; appl 29.9.1972; D-prior 1110.1971, 22.6.1972)
0
KOH
a-[4-[2-(4-chlorobenzoylamino)-
ethyl]phenaxy]isobutyric acid
Formularion(s): drg 200 mg; f c tabl 200 mg; s r drg 400 mg; tabl 200 mg
C' /
q g ~ 3 9 0 0 H 0 0 CH,
Bezafibrate
Trade Name(s):
D: Azufibrate (Azupharma) Pegradin (Berlin-Chemie) GB: Bezalip (Bristol-Myers Befibrate (Henning) Sklerofibrate (Merckle) Squibb)
Bezacur (Hexal) F: BCfizal (Boehringer I: Bezalip (Boehringer
Lipox (TAD)
ethyl ester (11)
Bibrocathol
(Bibrocathin; Bismucatebrol)
ATC: SOIAXOS Use: antiseptic RN: 6915-57-7 MF: C,HBiBr,O, MW: 649.67 EINECS: 230-023-3
CN: 4,5,6,7-tetrabromo-2-hydroxy-l,3,2-benzodioxabismole
Bi20,
Br oxide
cotechol pyracatechol
I Bibrocothol
Reference (s):
DRP 207 544 (Chem Fabrik von Heyden; appl 1908)
Hundrup: Arch Pharm Chemi (APCEAR) 54,537 (1947)
Formulation(s): eye ointment 1 %, 2 %, 3 %, 5 %
Trade Name(s):
D: Noviform (CIBA Vision) Novifort (Dispersa)-comb Posiformin (Ursapharm)