Compounds > oxilorphan
Page last updated: 2024-12-11

oxilorphan

Description

oxilorphan: RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5361090
CHEMBL ID2106993
SCHEMBL ID298450
MeSH IDM0052834

Synonyms (34)

Synonym
morphinan-3,14-diol, 17-(cyclopropylmethyl)-
oxilorfano [inn-spanish]
levo-bc 2605
oxilorphan [usan:inn]
bristol laboratories bc 2605
oxilorphane [inn-french]
einecs 255-749-8
(-)-3,14-dihydroxy-n-(cyclobutylmethyl)morphinan
(-)-17-cyclopropylmethylmorphinan-3,4-diol
(-)-17-(cyclopropylmethyl)morphinan-3,14-diol
(l)-bc-2605
l-n-cyclopropylmethyl-3,14-dihydroxymorphinan
oxilorphanum [inn-latin]
D05299
oxilorphan (usan/inn)
42281-59-4
levo-bc-2605
oxilorphan
CHEMBL2106993
oxilorfano
oxilorphanum
9y9j2j74to ,
oxilorphane
unii-9y9j2j74to
SCHEMBL298450
oxilorphan [inn]
oxilorphan [usan]
STBZIDOIKQNFCQ-HSALFYBXSA-N
n-cyclopropylmethyl-3,14-dihydroxymorphinan
DTXSID001009897
(4bs,8as,9r)-11-(cyclopropylmethyl)-5,6,7,8,9,10-hexahydro-8ah-9,4b-(epiminoethano)phenanthrene-3,8a-diol
Q7115662
(1s,9r,10s)-17-(cyclopropylmethyl)-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene-4,10-diol
AKOS040747241

Research Excerpts

Effects

ExcerptReferenceRelevance
"Oxilorphan has partial agonist properties similar to dl-cyclazocine."( Partial agonist properties and toxicity of oral oxilorphan.
Sellers, EM; Thakur, R, 1976)		1.23

Treatment

ExcerptReferenceRelevance
"Treatment with oxilorphan did not interfere with the response to ADH infusion in water-loaded subjects."( Role of endogenous opioids in neurohypophysial function of man.
Miller, M, 1980)		0.6
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1148435Narcotic antagonist activity in sc dosed mouse assessed as reversal of oxymorphone-induced narcosis1978Journal of medicinal chemistry, May, Volume: 21, Issue:5
Analgesics and narcotic antagonists in the benzomorphan and 8-oxamorphinan series. 5.
AID1135281Analgesic activity in sc dosed mouse assessed as reduction in phenylquinone-induced writhing administered 15 mins prior to phenylquinone-challenge measured up to 10 mins1977Journal of medicinal chemistry, May, Volume: 20, Issue:5
5-allyl-9-oxobenzomorphans. 3. Potent narcotic antagonists and analgesics-antagonists in the series of substituted 2',9beta-dihydroxy-6,7-benzomorphans.
AID1148436Antagonist activity in rat assessed as morphine-induced analgesia by hot plate tail flick test1978Journal of medicinal chemistry, May, Volume: 21, Issue:5
Analgesics and narcotic antagonists in the benzomorphan and 8-oxamorphinan series. 5.
AID1135289Narcotic antagonist activity in sc dosed mouse assessed as inhibition of oxymorphone-induced straub tail response administered 10 mins post oxymorphone-challenge1977Journal of medicinal chemistry, May, Volume: 20, Issue:5
5-allyl-9-oxobenzomorphans. 3. Potent narcotic antagonists and analgesics-antagonists in the series of substituted 2',9beta-dihydroxy-6,7-benzomorphans.
AID1135279Narcotic antagonist activity in sc dosed rat assessed as reversal of oxymorphone-induced loss of righting reflex1977Journal of medicinal chemistry, May, Volume: 20, Issue:5
5-allyl-9-oxobenzomorphans. 3. Potent narcotic antagonists and analgesics-antagonists in the series of substituted 2',9beta-dihydroxy-6,7-benzomorphans.
AID1148432Analgesic activity in sc dosed mouse assessed as phenylquinone-induced writhing measured for 10 mins1978Journal of medicinal chemistry, May, Volume: 21, Issue:5
Analgesics and narcotic antagonists in the benzomorphan and 8-oxamorphinan series. 5.
AID1148434Analgesic activity in sc dosed rat assessed as phenylquinone-induced writhing measured for 10 mins1978Journal of medicinal chemistry, May, Volume: 21, Issue:5
Analgesics and narcotic antagonists in the benzomorphan and 8-oxamorphinan series. 5.
AID1148433Narcotic antagonist activity in sc dosed mouse assessed as reversal of oxymorphone-induced straub tail response administered 10 mins before oxymorphone challenge1978Journal of medicinal chemistry, May, Volume: 21, Issue:5
Analgesics and narcotic antagonists in the benzomorphan and 8-oxamorphinan series. 5.
AID1135278Narcotic antagonist activity in sc dosed rat assessed as reversal of morphine-induced analgesia by tail-flick test1977Journal of medicinal chemistry, May, Volume: 20, Issue:5
5-allyl-9-oxobenzomorphans. 3. Potent narcotic antagonists and analgesics-antagonists in the series of substituted 2',9beta-dihydroxy-6,7-benzomorphans.
AID1135280Analgesic activity in sc dosed rat assessed as reduction in phenylquinone-induced writhing administered 15 mins prior to phenylquinone-challenge measured up to 10 mins1977Journal of medicinal chemistry, May, Volume: 20, Issue:5
5-allyl-9-oxobenzomorphans. 3. Potent narcotic antagonists and analgesics-antagonists in the series of substituted 2',9beta-dihydroxy-6,7-benzomorphans.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-199011 (100.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.52

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index19.52 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.45 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (19.52)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (9.09%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (90.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
fentanyl
Fentanyl: A potent narcotic analgesic, abuse of which leads to habituation or addiction. It is primarily a mu-opioid agonist. Fentanyl is also used as an adjunct to general anesthetics, and as an anesthetic for induction and maintenance. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1078). fentanyl : A monocarboxylic acid amide resulting from the formal condensation of the aryl amino group of N-phenyl-1-(2-phenylethyl)piperidin-4-amine with propanoic acid.		1.9710anilide;
monocarboxylic acid amide;
piperidines		adjuvant;
anaesthesia adjuvant;
anaesthetic;
intravenous anaesthetic;
mu-opioid receptor agonist;
opioid analgesic
cyclazocine
Cyclazocine: An analgesic with mixed narcotic agonist-antagonist properties.		4.0431
propiram
propiram: RN given refers to parent cpd; synonym Bay 4503 refers to fumarate[1:1]; practically always used as fumarate in medicine; structure		1.9610pyridines
bremazocine
bremazocine: potent, log-acting opiate kappa-agonist & centrally acting analgesic; RN given refers to (2R)-isomer; structure given in first source		2.3720
tifluadom
tifluadom: acts on opiate receptors; structure given in first source		1.9710benzodiazepine
ethylketocyclazocine
Ethylketocyclazocine: A kappa opioid receptor agonist. The compound has analgesic action and shows positive inotropic effects on the electrically stimulated left atrium. It also affects various types of behavior in mammals such as locomotion, rearing, and grooming.		2.3720
buprenorphine
Buprenorphine: A derivative of the opioid alkaloid THEBAINE that is a more potent and longer lasting analgesic than MORPHINE. It appears to act as a partial agonist at mu and kappa opioid receptors and as an antagonist at delta receptors. The lack of delta-agonist activity has been suggested to account for the observation that buprenorphine tolerance may not develop with chronic use.. buprenorphine : A morphinane alkaloid that is 7,8-dihydromorphine 6-O-methyl ether in which positions 6 and 14 are joined by a -CH2CH2- bridge, one of the hydrogens of the N-methyl group is substituted by cyclopropyl, and a hydrogen at position 7 is substituted by a 2-hydroxy-3,3-dimethylbutan-2-yl group. It is highly effective for the treatment of opioid use disorder and is also increasingly being used in the treatment of chronic pain.		1.9610morphinane alkaloiddelta-opioid receptor antagonist;
kappa-opioid receptor antagonist;
mu-opioid receptor agonist;
opioid analgesic
arginine vasopressin
Arginine Vasopressin: The predominant form of mammalian antidiuretic hormone. It is a nonapeptide containing an ARGININE at residue 8 and two disulfide-linked cysteines at residues of 1 and 6. Arg-vasopressin is used to treat DIABETES INSIPIDUS or to improve vasomotor tone and BLOOD PRESSURE.. argipressin : The predominant form of mammalian vasopressin (antidiuretic hormone). It is a nonapeptide containing an arginine at residue 8 and two disulfide-linked cysteines at residues of 1 and 6.		1.9610vasopressincardiovascular drug;
hematologic agent;
mitogen
dezocine
dezocine: potent analgesic; RN given refers to ((5R-(5alpha,11alpha,13S*)))-isomer (dezocin); structure. dezocine : (7S,8S)-7-Amino-8-methyl-5,6,7,8-tetrahydronaphthalen-2-ol in which the hydrogen at position 8 and one of the hydrogens at position 6 are substituted by each end of a tetramethylene bridge. A synthetic opioid analgesic, it has mixed opiod agonist and antagonist properties. Although it is used for pain management, it can produce opioid withdrawal syndrome in patients already dependent on other opioids, and its clinical application is limited by side effects such as dizziness.		1.9610phenols;
primary amino compound		opioid analgesic
mr 2266
MR 2266: RN refers to (2R-(2 alpha,6 alpha,11R*))-isomer; structure kappa opioid receptor antagonist		2.3720
u-50488
3,4-Dichloro-N-methyl-N-(2-(1-pyrrolidinyl)-cyclohexyl)-benzeneacetamide, (trans)-Isomer: A non-peptide, kappa-opioid receptor agonist which has also been found to stimulate the release of adrenocorticotropin (ADRENOCORTICOTROPIC HORMONE) via the release of hypothalamic arginine vasopressin (ARGININE VASOPRESSIN) and CORTICOTROPIN-RELEASING HORMONE. (From J Pharmacol Exp Ther 1997;280(1):416-21). U50488 : A monocarboxylic acid amide obtained by formal condensation between the carboxy group of 3,4-dichlorophenylacetic acid and the secondary amino group of (1R,2R)-N-methyl-2-(pyrrolidin-1-yl)cyclohexanamine		2.3720dichlorobenzene;
monocarboxylic acid amide;
N-alkylpyrrolidine		analgesic;
antitussive;
calcium channel blocker;
diuretic;
kappa-opioid receptor agonist
ketazocine
ketazocine: RN given refers to parent cpd(2S-(2alpha,6alpha,11S*))-isomer		1.9610
nalorphine
Nalorphine: A narcotic antagonist with some agonist properties. It is an antagonist at mu opioid receptors and an agonist at kappa opioid receptors. Given alone it produces a broad spectrum of unpleasant effects and it is considered to be clinically obsolete.		6.9610morphinane alkaloid
naloxone
Naloxone: A specific opiate antagonist that has no agonist activity. It is a competitive antagonist at mu, delta, and kappa opioid receptors.. naloxone : 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.		4.2641morphinane alkaloid;
organic heteropentacyclic compound;
tertiary alcohol		antidote to opioid poisoning;
central nervous system depressant;
mu-opioid receptor antagonist
nalbuphine
Nalbuphine: A narcotic used as a pain medication. It appears to be an agonist at KAPPA RECEPTORS and an antagonist or partial agonist at MU RECEPTORS.		1.9610organic heteropentacyclic compoundmu-opioid receptor antagonist;
opioid analgesic
levallorphan
Levallorphan: An opioid antagonist with properties similar to those of NALOXONE; in addition it also possesses some agonist properties. It should be used cautiously; levallorphan reverses severe opioid-induced respiratory depression but may exacerbate respiratory depression such as that induced by alcohol or other non-opioid central depressants. (From Martindale, The Extra Pharmacopoeia, 30th ed, p683)		1.9610morphinane alkaloid
cyclorphan
cyclorphan: was heading 1965-94 (see under MORPHINANS 1965-90); use MORPHINANS to search CYCLORPHAN 1966-94		1.9510
butorphanol
Butorphanol: A synthetic morphinan analgesic with narcotic antagonist action. It is used in the management of severe pain.. butorphanol : Levorphanol in which a hydrogen at position 14 of the morphinan skeleton is substituted by hydroxy and one of the hydrogens of the N-methyl group is substituted by cyclopropyl. A semi-synthetic opioid agonist-antagonist analgesic, it is used as its (S,S)-tartaric acid salt for relief or moderate to severe pain.		8.0550morphinane alkaloidantitussive;
kappa-opioid receptor agonist;
mu-opioid receptor agonist;
opioid analgesic
naloxone hydrochloride
naloxone hydrochloride : A hydrochloride resulting from the formal reaction of equimolar amounts of naloxone and hydrogen chloride. A specific opioid antagonist, it is used to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose.		1.9510hydrochlorideantidote to opioid poisoning;
central nervous system depressant;
mu-opioid receptor antagonist
morphinans
Morphinans: Compounds based on a partially saturated iminoethanophenanthrene, which can be described as ethylimino-bridged benzo-decahydronaphthalenes. They include some of the OPIOIDS found in PAPAVER that are used as ANALGESICS.		4.9591isoquinoline alkaloid fundamental parent;
morphinane alkaloid
pituitrin
Pituitrin: A substance or extract from the neurohypophysis (PITUITARY GLAND, POSTERIOR).		3.7421
piperidines
Piperidines: A family of hexahydropyridines.		1.9610
ConditionIndicatedRelationship StrengthStudiesTrials
Muscle Spasm
[description not available]		01.9510
Spasm
An involuntary contraction of a muscle or group of muscles. Spasms may involve SKELETAL MUSCLE or SMOOTH MUSCLE.		01.9510
Heroin Abuse
[description not available]		01.9510
Drug Withdrawal Symptoms
[description not available]		01.9510
Heroin Dependence
Strong dependence or addiction, both physiological and emotional, upon HEROIN.		01.9510
Substance Withdrawal Syndrome
Physiological and psychological symptoms associated with withdrawal from the use of a drug after prolonged administration or habituation. The concept includes withdrawal from smoking or drinking, as well as withdrawal from an administered drug.		01.9510
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