Naltrexone

CAT: 0804-HY-76711-02Size: 50 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-76711-02Size:50 mg

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Description

Naltrexone is an antagonist of Opioid receptor. Naltrexone inhibits cell proliferation in vivo. Naltrexone reduces tumor growth by interfering with cell signalling and modifying the immune system[1].

CAS Number

16590-41-3

UNSPSC

12352005

Hazard Statement

H302, H336

Target

Opioid Receptor

Type

Reference compound

Related Pathways

GPCR/G Protein; Neuronal Signaling

Applications

Neuroscience-Neuromodulation

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/Naltrexone.html

Purity

99.94

Solubility

DMSO : 100 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

OC1=CC=C2C3=C1O[C@](C(CC4)=O)([H])[C@@]3(CCN5CC6CC6)[C@]4(O)[C@@]5([H])C2

Molecular Formula

C20H23NO4

Molecular Weight

341.40

Precautions

H302, H336

References & Citations

[1]Lobmaier PP, et al. Naltrexone depot formulations for opioid and alcohol dependence: a systematic review. CNS Neurosci Ther. 2011 Dec;17 (6) :629-36.|[2]Mannelli P, Peindl KS, Wu LT. Pharmacological enhancement of naltrexone treatment for opioid dependence: a review. Subst Abuse Rehabil. 2011 Jun;2011 (2) :113-123.|[3]Swift R, Oslin DW, Alexander M, Forman R. Adherence monitoring in naltrexone pharmacotherapy trials: a systematic review. J Stud Alcohol Drugs. 2011 Nov;72 (6) :1012-8.|[4]Makowski CT, Gwinn KM, Hurren KM. Naltrexone/bupropion: an investigational combination for weight loss and maintenance. Obes Facts. 2011;4 (6) :489-94.|[5]Hulse GK. Improving Clinical Outcomes for Naltrexone as a Management of Problem Alcohol Use. Br J Clin Pharmacol. 2012 Sep 5. doi: 10.1111/j.1365-2125.2012.04452.x.|[6]Naltrexone|[7]Couto RD, et al. Low Doses Naltrexone: The Potential Benefit Effects for its Use in Patients with Cancer. Curr Drug Res Rev. 2021;13 (2) :86-89.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Reference compound1

Clinical Information

Launched

Chemical Information

Naltrexone

Naltrexone is an organic heteropentacyclic compound that is naloxone substituted in which the allyl group attached to the nitrogen is replaced by a cyclopropylmethyl group. A -opioid receptor antagonist, it is used to treat alcohol dependence. It has a role as a central nervous system depressant, a xenobiotic, a mu-opioid receptor antagonist, an environmental contaminant and an antidote to opioid poisoning. It is an organic heteropentacyclic compound, a member of cyclopropanes and a morphinane-like compound. It is a conjugate base of a naltrexone(1+).

CAS Number	16590-41-3
PubChem CID	5360515
IUPAC Name	(4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
Molecular Formula	C20H23NO4
Molecular Weight	341.4
XLogP	1.9
Topological Polar Surface Area	70
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Heavy Atom Count	25
Formal Charge	0
Complexity	621

SMILES

C1CC1CN2CC[C@]34[C@@H]5C(=O)CC[C@]3([C@H]2CC6=C4C(=C(C=C6)O)O5)O

InChI

InChI=1S/C20H23NO4/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11/h3-4,11,15,18,22,24H,1-2,5-10H2/t15-,18+,19+,20-/m1/s1

InChIKey

DQCKKXVULJGBQN-XFWGSAIBSA-N

Chemical Structure

2D Structure

CAS: 16590-41-3

CID: 5360515

Formula: C20H23NO4

MW: 341.4

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	341.4
XLogP3	1.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Exact Mass	341.16270821
Monoisotopic Mass	341.16270821
Topological Polar Surface Area	70 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	621
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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