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exam #2, 27 October 2005 Student In #Name (Last, Firs
Thi te consists of 43 queslions wort a tota of 150 points (Queslions #1-36 are 3 pts
each; #37-43 are varable). There are a total of 13 pages. Cbec tbat your tet is complete.
Recrd your anwers for queslions #1-36 on a sctron sbeet and toni in BOTH the
printed eXam and the scantron sheet.
--^ "7 -~-~.:~~~~ -
-=--~ ..
l. L Whch of
the following statemeuts about pseudoephede is falsi? (3 pts)
E.
A. It is resistant to COMT metabolism.
B. MAO metalism of pseudoephede is SlOwed by the
a-methyl group.
C. Pseudoephedrne is a diastereomer of ephedrine.
D. Pseudoephedrne is a precursor for the ilicit synthesis
of methamphetamne.
The lR,2R enantiomer has predominant direct action lR,2R
at ai-receptors, while the IS,2S enantiomer has indirect actions.
OH
(ý. 2 NHCH
I I. ¿; eH
- c.^ Which of the fOllowing drgs is a Prodrg tbat requies activation by amdase
hYdrolysis? (3 pts)
A. Methyldopa
B. Bitolterol
C. Midodrne
D. Latanoprost
E. Brinzolamde
- -i The adjacent strcture represents a prodg. How would the active drg be classified
for its action at adrenergic receptors? (3 pts)
A. Adrenergic agonist with activity at both _a-
and ß-receptors
B. General ß adrenergic agonist C. ai-selective adrenergic agonist
D. ß2-selective adrenergic agonist
E. ß2-selective adrenergic antagonist
Üy OH
I¿ o~~__
o'D r
o
da
Exam #2, 27 October 2005
Page 2
Form 2
Name (Last, FÌl'^ ""
Student ID #_
- (^) - ~
What genera strctura change led to the diSCovery of a specific clas of a2-selective
agonisls? (3 pts)
A. A 2,5-diethoxy substitution pattrn on the aromatic ring of a
phenylethanolamne Provides a2-Selectivity.
B. Adding bulk to the secondi~e lç; to Uq:'!'lectivity.
C. Substitution of a Iiii m;thyiène in !"'lil;gonists with an isosteric NI group Provid!'d 'k:s!'~tivity.. .~
D. Removal of the 4' -hydroxyi on the armatic ring of epinephrne reults iiia2-
s~eleÇlity.
E. Substitution of the genera phenylethYlae Core with a quinaline rig
system resulted in a2-selectivity.
A (^) Whcb of the following strctus represents atenolol, a selective ßireCeptor antagonist? (3 pts) ___
o~~~ OH
CD
H^ N~ O~N~ ~cY) OHCOI^ H',.
HaC~CHa
0yCHa
o
h" ,
r j , NH HN,"..cHa^ o^ CD S II
o o~~_'
çó0H, ~ CD /'"
i0'i' ~~ I ~-'H II'" N , 1# CHa HO CD
Exam #2, 27 October 2005
Page 4
Form 2
Name (Last, F
Student ID
9. L Whch of the ß2-selective ~s is susceptible to metabolism by SOMT? (3 pts)
A. Terbutaline B. Albuterol
C. colterol
D. Ritodrne
E. Formoterol
to. A-. Which adrenergic receptor antagonist has aß-chloroethYlan~group that leads to
irreversible alylation of the receptor? (3 pts) ~ (^) ..r.~irl
A. Phenoxybenzamne
B. Tamsulosin
C. Prazosin
D. Phentolamne
E. caredilol
11. ~ What is a common strctural feature that is shar~dJ2Y-iaprostone isopropyl,
latanoprost, and travoprost, but is absent frombimatoprosl? (3 pts)
~".,-_..,
:) ~,' i'" (^) "&_l
-" .' '~_r
.. -~, r...J ..:J~ rß. ~., ,. '.
A. All three are analogs of prostaglandin F2a, whereas bimatoprost is an analog of
prostaglandin Ei.
B. They are isoprop¥l ester prodr,gs, while bimatoprost is a prostamde.
C. Bimatoprost lacks the termnal aromatic ring that leads to high afnity of the
other three drugs.
D. The thee are amde prodrugs, while bimatoprost is the free carboxylic acid that
is used with a wetting agent to improve penetration into the eye.
E. All thee have a secondar hydroxyl at CIS, whereas bimatoprost has a tertiary hydroxyl that is more resistant to oxidati.
Exam #2. 27 October 2005
Page 5
Form 2
Name(Last,F~~
Student il
For questions #12-16, use the following choices to match the adrenergic receptor whose
activation is most prominently associated with the listed effect:
A.
B.
C.
D.
E.
- 6
13. - ç
a1 adrenergic receptor
a2 adrenergic receptor
ß 1 adrenergic receptor
ß2 adrenergic receptor
none of the above
d ¿; L¡\J S
-)L__ "i?rt S\J'¡ :':;;-l)
3 t, -J (J .,~ 0:; C.-
4 ( POAì C v( t;..)
S iE"-! e.
inhbition of ,nsulin secr~ti()lJ (3 pts)
stimulation of epinephrne secretion (3 pts)
stimulation of ~ secretion (3 pts)
relaxation orbladder c!etrsorsmQothmuscle (3 pts)
'-__... .... 0.- ,
- /t,. mrdrasis (3 pts)
r-..
17. 2L Catecholamne biosynthesis can be stimulated by (3 pts)
A. increased levels of norepinephrne B. activation of presynaptic a receptors C. increased levels of tyrosine. '"- L.
D. i~reased levels of cytosolic calcium ~ C(:\ W) b~. -= il CbGl \Ìi
E. increased levels of epinephrnë
- -- Pure indirect agoni~s (3 pts)
A. act as parial antagonists at other receptors
B. inhbit catecholamne reuptak~ C. inhbit tyrosine hydroxylase
D. deplete the neuron of neurotransmitter
E. inhbit neurotransmitter release
- ~ All catecholamne biosynthetic enzymes are cytosolic except for (3 pts)
A. Phenylethanolamne-N-methyltransferase (PNMT) B. L-aromatic acid decarboxylase (L-AAD) C. Tyrosine Hydroxylase (TH)
D. Dopamne ß-hydroxylase (DßH)
E. catechol-o-methyl transferas
Exam #2, 27 October 2005
Page 7
Form 2
Name(Lt,F~~
Student In #
- Q. The most problematic side effect assocat with dorzlamde for Use in tratng
chronic glaucoma is (3 pts)
A. photophobia
B. blurred vision C. exacerbation of concurrent aiay disease D. increased tendency for kidney stone formation E. allergic hypersensitivity reactions
- ~^ (ì
Epinephrne is useful in tratiug all of the foUOwing situations EXCEP (3 Pts)
r¡ ( (
A. acute asthatic attack "
B. cardiac arest w '
C. excess mast cell degranulation D. hypoglycemic shock E. anaphylactic shock 1/
26. &- Atenolol has advantages OVer ~ta1 iu patents with (3 pts)
A. glaucoma
B. performance anxiety
C. pheochromocytoma
D. insulin-dependent diabetes
E. asthma
27.1L (^) The utility of ß. reeptor~o trat songestive hear fail~re is based on their
ability cause al of the fOllOWIng EXCEPT (3 pis) '" II ¡( '1 CD t "'*'", .. í¡
,a \ -"' i t- " I c;.
A. decreas periphera reistace (' \ ~ -\ ,'-- -+ i- (/ '"
B. incresed cariac coUtrtiity. ." .. ~ i-" ¡ ,,_ 4131'
C. reversal of sympathetic stimulation of cadiac byPophy _
D. decreased wor.kO!!c: on the hear
E. inhbition of renin-induced vasoconstrction
Orostatic hyptensioils lOgicaly ~Sociated with all of^ -,^ tl^ S^ ct^ s.^ ,¡jl (,M-fot
the fOllowing EXCEP
(3 pts)
- JL
A. prazosin -! 1 0,,1\ kg h r1-r B. c10nidine cf J. 0.17\ -l H1 N
C. phentolamne~, '6~1 ~~ _-:"
D. mitodrne", lag
E. phenoxybenzamne d. CM\1tj
?k"e-"i~ i^ i.^ I^ ,i:o.~''''
.-, ~ () ~ 1,~1L
C), I Ct~OY,\ Š f-- \j' TvIlSorO'nd)\cti;f 11 fR 16P
Phar 752
Exam #2, 27 October 2005
Page 8
Form 2
Name (Last, First
Student il #
~=:==-~-
L Admnistration of phenylephrne would be expected to cause (3 pts)
A. inhbition of mast cell degranulation
B. inhbition of ejaculation
C. urinar retention , '
D. hear palpitations and tachycardia E. bronchodilation '
.1 lPR 1 i~e"7 j. HrL
d ¡ C,iC\Ci't is:r -. '"
J .l~ -., "1~' ,'y r (-E C'''ì:¡J,vit-rl,d;jJ ',~' t ',' '~J
- ~^ A decrease in blood pressure and an increase in hear rate is most ll~ly_as§ociated with (3 pts) --- - -
(~7 r' / ~'7 ~ I ()~ ~~
___d,tUY
-1 Hit 1._/ ~..'
.\ t~ ~~ 4- 6P
- C-
A. isoproterenol J õl .... l' !",k.~
B. norepinephrne l' 0 P 0t h t
C. propranolQ! ~, e I) l' ,-1 të
D. phenylephrne - 't t, V .. He.
E. guanfacine ~I f.-p _~\C('t~) _ ¡-\ e,.
bQi () t4 f-!lt
Increased cyclic AMP levels in a tissue are most directly associated with (3 pts)
l'
A. decreased hear rate
B. decreased insulin secretion C. decreased smooth muscle contraction D. decreased aqueous humor production E. decreased neurotransmitter release
32..¡ Allelic differences in ß adrenergic receptors in humans may result in (3 pts)
A. greater bronchodilatory responses in some patients
B. stronger ~ffiTõryresponses in some patients
C. shorter duration of full activity of agonists in some patients
D. chãIiges in ai!!Q.~çjg sequence of the receptor
E. all of the above ~-""
- JJ eNS effects of ~eral s¥~p,!t!i~~tics have been associated with all of the
following EXCEPT (3 pts)
A. loss of appetite ~,~C.fp.!~', S , 'i, , " "-1 It ;.. \ ( (Mty.eó- rv.~c1. lCl.. )
B. addiction' - ()vpj~VU'A I ..f ~A.t'j, ,'ßM,t'" "
C. probleniswith sleep-'? n.U.iH.(J.) anl.r~-+r. i
D. reduced muscle tremors 11rff'OY$ - Slft'lA ha.-. ftlf-l .k't~ f)ó.W! ((;riío1 t"f, \£
E. increased alertness
C./v', ¡ ~V" "l'( ,f ifl If
I I/! ¡ ¡:; j:;~,/~ ~/
l .i'l '/, ,
. ;. ""
Exam #2, 27 October 2005
Page 10
Form 2
Name (Last, First)~ Student In #
Short answer:
37. (12 pts) Describe the effect of ad "...
cardiovascular parameters. Expi:nistr:ti,; of c!o~idine on each of the following
their location and the contribution ~fet~c be ectfl' listing the recepto~s that are involved and
e arore ex where appropnate.
To What drg class does clonidine belong?
CWh(ct'n, ol(:X Ú,tkr;-i (~t'v
Peripheral resistance
:..) S f') "X ". C(!(fì\ i) i ))~;. I' ('/') ~.. L '. /1,.'l.l..I't""J""I.1 r)t ',"fin:; fru,v" "" ," .',L',.""',',",'/;,i'""',,;,,,...i"l.'-,,,i,,-'.~ 1.1 ,!. ,i 'Æ!'iI"1 f'. I ~" , ~., ci It "'I'\fi' e h.f~ ".. " \jOS,,.L!^ - \C't,"~.'^ ,Á". a"t",d-..., r","1 \ .l',~;..'t.ttH."\ ,tttl.S.(t~ "L l!vo. i,C'Y .¡i'~~'¡,'.l~¡ VtASGI.~ "...'",... ". ...
re.~Ltl..t \ì\C\ u'\ (~.Ct('0:~~~~!~.-=~ci , FA"-£l"tl~.¡,!:.;J'I..~:'::~i~_, If f\ Kf~ 'U ,;:^ ,..,',...." ," '.^ ,'.^ U^ '^ ..'^ ".^ ~"^ .l,,'"^ ,"1^ ^ L'^ L.'~~./ f.Jt'
.'fel.tasrO\h,¡);L rt~((I';I'!crl'. '-~,'\i ')",' I" '".p" /,i..."Ld"""l, -tL,¿ftl.,,( i/\V.S(U2J (.1.).-"
Diastolic bl 'E: '/ ' "', 'V ev "tf) l,, ~ .'. "A ", .', .. f", " ,r,... .' ,.ood pressurei ',L/.)lt l. "!( Lv VO, ~"Ö C ('I' ('~"i "C'~') t,f' '~"O'\ L;~~ a.v,.., ~ 1 pe.
())I'fi PR l-D\O'~li\ìC(WO'.2 ~$+:S~ Q.( cc; S1~ Ui i U,.,' ß?
(6-b \J0-lJ Ci ).~\ VJì~ ?cu.Q l--tu)L..
0ltC! Dias.-tlxc blC;1.K\ p¡+S~ w,ìj '
Hear rate
d,J a'30~i&tW' U lnl;,hb /J( rt &Q... ,m ln ß i /U0 pk-s i:"t.i: ~, :i icQ.
rcx. WIU cLcrr~. (d'; L,,~~I'hõ,Y) ai, bCUo t-lLtx, '1 L~ atJ6 'ji-v-l_T
0-\1 \J\CI-a/~ LV H t¿ cMu +a * tNQ.tì ct_-td 8\ ,~, l-SSlj~ J. ~ ~ct
Systolic blood^ ÇJk.a.,r't^ y~^ wi1J^ be^ v's"i ?rb'I'G\V\C€&.t_wdlA 1d,fioi'-Ocf~4'~'';' '¿l'.e.(,.~ pressure ,v'. '
rAd. "".t' '5+ wi U a/Jo ;" hi b, ~ Nt f- (PaY mlo /3IffC'lil-n 5 '" vO ~d1 "" 7
().nd C'-ÔYl~QL+ \ L~ - bo1 ~D w~cJi cud.) ~(~aA SD ~ivuc b(b -pttSS\Jr-( VJ' U clc.r-f¿f~. (lAJS (l!~( Is J1I3¡~J/
AM ilv. C'ZA+C¡ (a.Ý. 10 (tcd iD rf' s.cct'e (N ì U We r-( d--.^ \ / t
~ /r)
Exam #2, 27 October 2005
Page i i
Form 2
Name (Last, First~ Student il #
- (7 pts) Describe how a mixed fun ti de. vasculature as a decongestant l' t~ on a ener~ic agonist would work in the nasal
chronic effects of administratio~~ ing receptors Involved, location, and both acute and
lA ì^ xed^ fioi(h7rn^ aJóYfsf ;
-Il1dMcf acnÕl5 - /11'kk 'ì iv w¡(( k," /.
Mtcfc.ed SOffbY w!Ï N l!t!Y acJ/~o~ / l'p- C/.,Je,; ù/
. bl~c~J!~;~~~;~! in#-e nø~ ( iI ,,1"~~_;:oiM b/J1/1 d I Cll'id of,; /-(Cft fr1 ~ /Í/(f /zrl//16l cri "-, ..------- tf,i YISci! i ¡l f (,,I,, .¡ .,J fM S! Ú, 'i d; "'aM) il ~i'i' Cif!rnisl iv,,, fei /llUidt vMOrOii/I/IIjfr vt &,/ti (tf/?e/~Û.J
¡j.~:¿( V n. /.. tu! If ¡(t¡ I'/rij b/#á Sc'/I'ly fl) /7c.~!M "Jlj f ¡, räJk / IS
L .' ¡ J( /'r, ,1 ,r! /1 1, ì') t-ffe cJs '. ¿C, l i (f,-",T/ i L- , I rv WfdÚl.( ¿((lcfs'" c;cm iVJ h 7)'/ b,,¡ ii.ifl! (ltHtrÌ7 Ptc/ ki; CÚ'I-'iligfj;:
IvlJiU o(((lY d, l-C(, t;¡)wtú)!~-'ájn1í~ç-( plYSC17"a whl(.:Á rtL¡1(~JL
ih nTìi¡KWu"cl I~COhìW /. ' c %6C( f-s - tonl)fi VOU-S Lull crl fk tl//r'& t a-n C~ 65£ lr NtfOS,:J
c4u. "1'0 ~cre~ 0 k L J. Î1 V i- ~ ü () i --. L' (-~ '
39 (6 t) D. ~ "~.."'ú iJ ~. ~ 00 ., "".y"' .-~'1l' , "' aA "..1 0 v) Cl '". p s escnbe tle pharmacolo' i
hypertensive agent. gica reasons for which ~aredilol is a very good anti-
Coxwti (6 ( LJ ¡y )',1' y C~( hSó ¡teL¡' s. R è s, 1tv rT)& 0-6 tft-
ìóûn/!1215 Ov\ß Ck) fD¡(~d)S:
~/ 0( I 0(.11':(( (l^ ," f i () , I,::' 'f , i ' ¿; ~ I Ct" ,(l: h1D." ni ,'::,' d',, /'
",ç ß¡ Cli', \ cr rVliI, ~ ~( V
~ Oiì ~ pt-i~\A 4 ~ds' (/j~l\ ~ t.+kck l' "''' 0.
o i ~ h i ~ i ti õY "'loll ¡. c.p -l " ó'O b I ov 4vr5Y lLJ fLqjts u.
CÀ clc.'r~, \oJ, vet 't~\tt reL-~act i S' diQS-WLÀC-
b\OOÓ- t)Y's-su.r-( ~Ct-ta-~/
iJ ì. " LC, 10; -iõY1 "I) \, ,. "' p1¡" 0Y tle. No et t A 1, n ~ t, C;J" ( ,".J f ~j So S~~c IoI/JÒ j'6SlArQ c:~..,
3), '-'~~\h1i'\un,.. of) (\ \ H'¡".f~'SrM/'4,rt-lvi,.iVSRCr(hû'/' wl'''ide
'rCSu.,T- . \JoSoc:.J. \R.tt.QY~d ../ JiC\S-\UG dP
'1\ 'I i '00,: t" I' ii " :, ,\ ' 1,.1 !,1 r i.. '(,"!e i' iJ L-,,, L1L.tl'is OJ\J (j'\tt.o(ci.'j' be"~ i' "! rO"" ,
., ,"J" '.',! ' .., I"" ' '. 'JV) UJ'" .. " ,
OV(2X il '0 \D 00./ Tì~ uX e ì s/ cto (' If ( A '\ ,Å .111 i J.._l,-l, fI r) r"" ' ..l 'r" /\
i' r. // ' " r"-'- U, ~V\ I v 'v..f lÅU..cU-' -~1,t v\ C \ ' , I ~j '~) .JC'J' -'rv)O ~v4I.5. ~i ONh DÌ' \4Ai ~ -' ~
Exam #2, 27 October 2005
Page 13
Form 2
Name (Last, First~ Student il #
42. (4 pts) The following two strctures are quite similar, yet one is a ßi-selective agonist, while
the other has maily ß-antagonist action, along with some al-antagon~tQæJ2~rties.
------------- ---.------~ ~
/ó '"^ ~-~-
a) Circle the strcture that acts as the ßi-selective agonist. b) Explain,.based on s~ctural fe~tures, why one would be an agonist and the other would iì _ t'
have mainly antagomst properties? r t k ', ~, l ~ rrrO~l' .À,
d ,l"'(''' f-0 .; ,'~ /)A -~.l
~;:~ '~KWol ~ rY'J (~LA p~ ~'l~'~
,~r~ ~í ~~7-
H H
N N'(
CH I 3 ~ OCH3 /'
,~. 0)o),0 ))' i ;,; ;;~ (. ¡' ("'~U~l-\ (', ~ ',, l.N "jJ~ ,-(,,,
,'-L-,~" )í~, (D,~ ".,y Q-t/ ., M \ STv'1 \0 0. C': 1 , ,\ 'ì " ' ", â i ,~ r-(c~'tTO-'¡
OH
l p: "r J' OA,el! r, -(-
(.J c; v
tk N 2-1- 0(\ C;V, P 'l/J s~L~L\ ccb~
G \
.- rl ',+h -t"' MceP~f s"ù
/l0 ~"'\L:O_(f"~i* \10 lCkl-' Ó Y
C~~ ~~7 ~ t~r
(oV'f L ( I (o( 'l
Ù:Llo~~~Ló~~ V
43. (2 pts) What two enzymes, in the correct order, are required for converting methyldopa into
the active agonist?
H N
r -t -Al-~'~-'lC~ ta' +"1' 1_./) ell( \AD, , - .J
~ -\ -bo'lci-c(\J
ctc ts Cb6 OJ"'
'~f
Û:H a) L' Q'( orf,a.), ~o c:id cUCctloox~!L.l b) Do 00 vy.( i\j! _ I.~,ct ioX v\ Io.-i '\ ~ "V\ ---
SCORE:
--~
99.0 OUT OF 108,0 91.6%)^ AVERAGE:
FORM: 2 SECTION: 000
87.7 MEDIAN: 90,
Number
KEY ANSWER
POINTS
Question^. 011223344556
1---5----0---- ---- ----5 0 5 0 5----0----5----0----5----0- ---- ---- ECBCAABCABBECDADDDDCEBDDEBDCACEDCCD ....... .B.......... .C.A....
/" -(l
