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SML0277

Sigma-Aldrich

Methylnaltrexone bromide

≥97% (HPLC)

Sinonimo/i:

17-(Cyclopropylmethyl)-4,5α-epoxy-3,14-dihydroxy-17-methyl-6-oxomorphinanium bromide, MNTX, Methylnaltrexonium, Mrz-2663, N-Methylnaltrexone, Naltrexone MB, Quaternary ammonium naltrexone

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CHF 105.00
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CHF 573.00

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5 MG
CHF 105.00
25 MG
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About This Item

Formula empirica (notazione di Hill):
C21H26NO4 · Br
Numero CAS:
73232-52-7
Peso molecolare:
436.34
Numero MDL:
MFCD06407831
Codice UNSPSC:
12352200
ID PubChem:
329825285
NACRES:
NA.77

CHF 105.00

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Saggio

≥97% (HPLC)

Stato

powder

Condizioni di stoccaggio

desiccated

Colore

white to beige

Solubilità

H2O: ≥5 mg/mL

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

[Br-].C[N@+]1(CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@]2(O)CCC4=O)c35)CC6CC6

InChI

1S/C21H25NO4.BrH/c1-22(11-12-2-3-12)9-8-20-17-13-4-5-14(23)18(17)26-19(20)15(24)6-7-21(20,25)16(22)10-13;/h4-5,12,16,19,25H,2-3,6-11H2,1H3;1H/t16-,19+,20+,21-,22?;/m1./s1
IFGIYSGOEZJNBE-KNLJMPJLSA-N

Informazioni sul gene

human ... OPRM1(4988)

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Descrizione generale

Methylnaltrexone does not cross blood brain barrier and does not affect the opioid effects in the brain, such as analgesia.[1] It is used to treat opioid-induced constipation (OIC).[2]

Applicazioni

Methylnaltrexone bromide has been used as a drug to measure plasma protein binding (PPB), permeability (Pm) and the membrane coefficient (KIAM) for the prediction of blood brain barrier (BBB) penetration.[3] It is also used as a mu-opioid receptor (MOR) antagonist to abrogate morphine tolerance and opioid-induced hyperalgesia (OIH).[4]

Azioni biochim/fisiol

Methylnaltrexone bromide is a narcotic antagonist.
Methylnaltrexone bromide is a narcotic antagonist. It is a peripheral mu-opiod receptor antagonist that cannot cross the blood-brain barrier. It reverses many opioid side-effects without interfering with pain relief.

Caratteristiche e vantaggi

This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pittogrammi

Health hazard
GHS08

Avvertenze

Warning

Indicazioni di pericolo

H371

Classi di pericolo

STOT SE 2 Oral

Organi bersaglio

Gastrointestinal tract

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
0000368079
0000368079
0000189929
0000189930
0000187274

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Neal E Slatkin et al.
Journal of pain and symptom management, 42(5), 754-760 (2011-11-03)
Methylnaltrexone is a selective peripherally acting mu-opioid receptor antagonist that decreases the constipating effects of opioids without affecting centrally mediated analgesia. In two double-blind, placebo-controlled, Phase III studies of methylnaltrexone for opioid-induced constipation in patients with advanced illness, abdominal pain
Antonio Gatti et al.
Clinical drug investigation, 32(5), 293-301 (2012-03-15)
Opioids are one of the most widely used therapies for the palliative treatment of cancer pain; however, despite their proven analgesic efficacy, they are associated with several adverse effects. Associated with psychological distress and multiple concomitant clinical concerns, constipation is
Expanding LogP: Present possibilities
Vraka C, et al.
Nuclear Medicine and Biology, 58, 20-32 (2018)
A Brokjaer et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 27(5), 693-704 (2015-03-27)
Opioid antagonists are increasingly used to abolish the gastrointestinal side effects of opioids. However, they can potentially interfere with local analgesia exerted via opioid receptors in the gut. Thus, in the current study we aimed to explore the effect of
Lucas Anissian et al.
Journal of hospital medicine, 7(2), 67-72 (2011-10-15)
Methylnaltrexone has been shown to be effective for treating opioid-induced constipation (OIC) in chronic settings, but its effects on acute OIC have not been studied. To assess safety and efficacy of subcutaneous methylnaltrexone in patients with acute OIC after orthopedic
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