Synonym: 17-(Cyclopropylmethyl)-4,5α-epoxy-3,14-dihydroxy-17-methyl-6-oxomorphinanium bromide; MNTX; Methylnaltrexonium; Mrz-2663; N-Methylnaltrexone; Naltrexone MB; Quaternary ammonium naltrexone
CAS Number: 73232-52-7
Empirical Formula (Hill Notation): C21H26NO4 · Br
Molecular Weight: 436.34
MDL Number: MFCD06407831
Linear Formula: C21H26NO4 · Br
Product Type: Chemical
| assay |
≥97% (HPLC) |
| color |
white to beige |
| form |
powder |
| 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 |
| Quality Level |
100  |
| shipped in |
wet ice |
| 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 |
| solubility |
H2O: ≥5 mg/mL |
| storage condition |
desiccated |
| storage temp. |
−20°C |
| 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. 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 . |
| 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). |
| Packaging: |
5, 25 mg in glass bottle |
| Hazard Codes |
T,N |
| Risk Statements |
25-50 |
| Safety Statements |
45-61 |
| RIDADR |
UN 2811 6.1 / PGIII |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥97% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
