SML0277

Methylnaltrexone bromide

≥97% (HPLC), narcotic antagonist, powder

• Synonym(s): 17-(Cyclopropylmethyl)-4,5α-epoxy-3,14-dihydroxy-17-methyl-6-oxomorphinanium bromide, MNTX, Methylnaltrexonium, Mrz-2663, N-Methylnaltrexone, Naltrexone MB, Quaternary ammonium naltrexone
• Empirical Formula (Hill Notation): C₂₁H₂₆NO₄ · Br
• CAS Number: 73232-52-7
• Molecular Weight: 436.34
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825285
• NACRES: NA.77
• MDL number: MFCD06407831
• Assay: ≥97% (HPLC)
• Form: powder
• Storage condition: desiccated

Properties

• Product Name: Methylnaltrexone bromide, ≥97% (HPLC)
• assay: ≥97% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: H₂O: ≥5 mg/mL
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: [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
• InChI key: IFGIYSGOEZJNBE-KNLJMPJLSA-N
• Gene Information: human ... OPRM1(4988)

Description

General description

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

Application

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. It is also used as a mu-opioid receptor (MOR) antagonist to abrogate morphine tolerance and opioid-induced hyperalgesia (OIH).

Biochem/physiol Actions

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.

Features and Benefits

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.

Safety Information

• pictograms: GHS08
• signalword: Warning
• hcodes: H371
• pcodes: P260 - P264 - P270 - P308 + P311 - P405 - P501
• Hazard Classifications: STOT SE 2 Oral
• target_organs: Gastrointestinal tract
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable