Naloxone
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Description

Naloxone is a synthetic morphinane alkaloid that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group. A specific opioid antagonist, it is used (commonly as its hydrochloride salt) to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose. It has a role as a central nervous system depressant, a mu-opioid receptor antagonist and an antidote to opioid poisoning. It is a morphinane alkaloid, a tertiary alcohol and an organic heteropentacyclic compound. It is a conjugate base of a naloxone(1+). It derives from a hydride of a morphinan.

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Source creator
emckinst
Source license
Public Domain
Archived copies are shared under the license shown.
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Tags

#nih-3d
#small molecules
#naloxone
#l-naloxone
#narcan
#(-)-naloxone
#n-allylnoroxymorphone
#465-65-6
#naloxona
#naloxonum
#narcanti
#nalone
#nalossone [dcit]
#en 1530 base
#naloxonum [inn-latin]
#naloxona [inn-spanish]
#1-n-allyl-14-hydroxynordihydromorphinone
#dbl naloxone
#hsdb 3279
#naloxone (inn)
#1-n-allyl-7,8-dihydro-14-hydroxynormorphinone
#17-allyl-4,5alpha-epoxy-3,14-dihydroxymorphinan-6-one
#17-allyl-4,5-alpha-epoxy-3,14-dihydroxymorphinan-6-one
#nsc-70413
#morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5alpha)-
#12-allyl-7,7a,8,9-tetrahydro-3,7a-dihydroxy-4ah-8,9c-iminoethanophenanthro(4,5-bcd)furanone
#36b82amq7n
#chebi:7459
#morphinan-6-one, 17-allyl-4,5alpha-epoxy-3,14-dihydroxy-
#morphinan-6-one, 4,5alpha-epoxy-3,14-dihydroxy-17-(2-propenyl)-
#l-n-allyl-14-hydroxynordihydromorphinone
#17-allyl-3,14-dihydroxy-4,5alpha-epoxymorphinan-6-one
#nalossone
#narcon
#naloxone [inn]
#n-allyl-noroxymorphone
#l-n-allyl-7,8-dihydro-14-hydroxynormorphinone
#naloxone [inn:ban]
#nsc 70413
#dsstox_cid_3349
#dsstox_rid_76986
#dsstox_gsid_23349
#(4r,4as,7ar,12bs)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
#mls000069540
#(5alpha)-3,14-dihydroxy-17-prop-2-en-1-yl-4,5-epoxymorphinan-6-one
#normorphinone, n-allyl-7,8-dihydro-14-hydroxy-, (-)-
#[3h]naloxone
#(1s,5r,13r,17s)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one
#cas-465-65-6
#naloxone nasal spray
#dbl naloxone (tn)
#mls000736771
#smr000058766
#einecs 207-365-7
#brn 1089071
#unii-36b82amq7n
#n-allyl-4,5alpha-epoxy-3,14-dihydroxy-6-morphinanon
#nyxoid
#[n-allyl-2,3-3h]naloxone
#ncgc00162267-02
#nlx
#normorphinone, n-allyl-dihydro-14-hydroxy-
#naloxone [hsdb]
#naloxone [mi]
#chembl80
#naloxone [vandf]
#prestwick0_000111
#prestwick1_000111
#prestwick2_000111
#prestwick3_000111
#naloxone [usp-rs]
#naloxone [who-dd]
#naloxone [ema epar]
#schembl34284
#bspbio_000122
#(-)-n-allyl-14-hydroxynordihydroxymorphinan-6-one
#bidd:gt0110
#spbio_002061
#naloxone [orange book]
#bpbio1_000136
#gtpl1638
#gtpl1676
#dtxsid8023349
#niosh/qd2135000
#bdbm54795
#cid_5464092
#ram-301
#morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5.alpha.)-
#hms2090f20
#zinc389747
#nsc70413
#tox21_112006
#(5alpha)-4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)morphinan-6-one
#3,14-dihydroxy-17-(prop-2-en-1-yl)-4,5alpha-epoxymorphinan-6-one
#bdbm50000788
#morphinan-6-one, 4,5-alpha-epoxy-3,14-dihydroxy-17-(2-propenyl)-
#pdsp2_001520
#akos016009988
#tox21_112006_1
#db01183
#smp1_000205
#ncgc00024674-02
#ncgc00024674-03
#ncgc00274058-01
#12-allyl-7,7a,8,9-tetrahydro-3,7a-dihydroxy-4ah-8,9c-iminoethanophenanthro[4,5-bcd]furan-5(6h)-one
#4683b
#7,8-dihydro-n-allyl-14-hydroxynormorphinone
#kloxxado (naloxone hydrochloride nasal spray)
#qd21350000
#c07252
#d08249
#normorphinone, 7,8-dihydro-n-allyl-14-hydroxy-
#465n656
#morphinan-6-one,5.alpha.-epoxy-3,14-dihydroxy-
#q282902
#(-)-n-allyl-14-hydroxynordihydromorphinone
#brd-k67511046-001-02-3
#brd-k67511046-003-03-7
#17-allyl-3,14-dihydroxy-4,5-alpha-epoxymorphinan-6-one
#17-allyl-4,5a-epoxy-3,14-dihydroxymorphinan-6-one
#morphinan-6-one, 17-allyl-3,14-dihydroxy-4,5-alpha-epoxy-
#morphinan-6-one, 17-allyl-4,5alpha-epoxy-3,14-dihydroxy- (8ci)
#morphinan-6-one,5.alpha.-epoxy-3,14-dihydroxy-17-(2-propenyl)-
#[17-(2,3-3h-2-propenyl)]-4, 5a -epoxy-3,14-dihydroxymorphinan-6-one
#morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-
#morphinan-6-one,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5.alpha.)-
#2-(([2-(ethylthio)-3-pyridyl]carbonyl)amino)-4-(methylthio)butanoicacid
#4ah-8,5-bcd]furan-5(6h)-one, n-allyl-7,7a,8,9-tetrahydro-3,7a-dihydroxy-
#morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5alpha)- (9ci)
#(4r,4as,7ar,12bs)-3-allyl-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one;hydrochloride
#(4r,4as,7ar,12bs)-4a,9-bis(oxidanyl)-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one;hydrochloride
#(4r,4as,7ar,12bs)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one;hydrochloride
#(naloxone) 4-allyl-10,17-dihydroxy-(1s,5r,13r,17s)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one
#(naloxone)4-allyl-10,17-dihydroxy-(1s,5r,13r,17s)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one
#(naloxone)4-allyl-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one
#4-allyl-10,17-dihydroxy-(1s,5r,13r,17s)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one
#4-allyl-10,17-dihydroxy-(1s,5r,13r,17s)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one (naloxone)
#4-allyl-10,17-dihydroxy-(1s,5r,13r,17s)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one( naloxone)
#4-allyl-10,17-dihydroxy-(1s,5r,13r,17s)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one(naxolone)
#4-allyl-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one
#4-allyl-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one(naloxone)c2h2o4
#(5alpha)-4,5-epoxy-3,14-dihydroxy-17-(2-propen-1-yl)morphinan-6-one
#en300-19748912
#3mf
#blend
#fbx
#glb
#jpg
#mtl
#obj
#ply
#png
#stl
#wrl
#x3d

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Naloxone

From NIH 3D
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Category

learning

License

CC0

Published

9/2/2026

Availability

free on NIH 3D