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[5α,7α(S)]-α-tert-Butyl-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolhydrochlorid

BUPRENORPHINE HYDROCHLORIDE Struktur
53152-21-9
CAS-Nr.
53152-21-9
Bezeichnung:
[5α,7α(S)]-α-tert-Butyl-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolhydrochlorid
Englisch Name:
BUPRENORPHINE HYDROCHLORIDE
Synonyma:
mr56;Zalban;m-6029;BUPRENORPHINE HCL;7-alpha(s))-5-alph;Buprenorphine HCL USP;buprenorphine hydrochlorie;BuprenorphineHcl(Narcotic);UAIXRPCCYXNJMQ-RZIPZOSSSA-N;BUPRENORPHINE HYDROCHLORIDE
CBNumber:
CB5140046
Summenformel:
C28H40ClNO4
Molgewicht:
490.07
MOL-Datei:
53152-21-9.mol

[5α,7α(S)]-α-tert-Butyl-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolhydrochlorid Eigenschaften

Schmelzpunkt:
260-262?C (dec.)
storage temp. 
-0°C
Löslichkeit
Sparingly soluble in water, freely soluble in methanol, soluble in ethanol (96 per cent), practically insoluble in cyclohexane.

Sicherheit

Kennzeichnung gefährlicher Xn,T,F
R-Sätze: 22-62-63-39/23/24/25-23/24/25-11
S-Sätze: 26-36-45-36/37-16-7
WGK Germany  3
RTECS-Nr. KM7758000
HS Code  2939110000

[5α,7α(S)]-α-tert-Butyl-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolhydrochlorid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.

Beschreibung

Buprenorphine (hydrochloride) (CRM) (Item No. ISO60178) is a certified reference material that is structurally categorized as an opioid. It is a partial agonist of the μ-opioid receptor (Ki = 4.18 nM) that less potently acts at δ- and κ-opioid receptors (Kis = 25.8 and 12.9 nM, respectively). Buprenorphine is used, alone or with naloxone (Item Nos. ISO60194 | 15594), to counter opiate addiction. This product is intended for research and forensic applications.

Chemische Eigenschaften

White Solid

Verwenden

Controllled substance (narcotic). Analgesic that demonstrates narcotic agonist-antagonist properties.

Definition

ChEBI: The hydrochloride salt of buprenorphine.

Acquired resistance

Buprenorphine is 20 to 50 times more potent than morphine in producing an ED50 analgesic effect in animal studies; however, it cannot produce an ED100 (compared to morphine) in these tests. Thus, buprenorphine is a potent partial agonist at μ opioid receptors. It also is a partial agonist at κreceptors but more of an antagonist at δ receptors. Buprenorphine, at 0.4 mg intramuscular dose, will produce the same degree of analgesia as 10 mg of morphine. Because of its partial agonist properties, it has a lower ceiling on its analgesic action but also produces less severe respiratory depression. It is incapable of producing tolerance and addiction comparable to full μ agonists. In fact, buprenorphine's partial agonist action, very high affinity for opioid receptors, and high lipophilicity combine to give buprenorphine a tolerance, addiction, and withdrawal profile that is unique among the opioids. When given by itself to opioid-naive patients, little tolerance or addictive potential (Schedule 5) is observed. A mild withdrawal can occur some 2 weeks after the last dose of buprenorphine. Buprenorphine will precipitate withdrawal symptoms in highly addicted individuals, but it will suppress symptoms in individuals who are undergoing withdrawal from opioids. It effectively blocks the effect of high doses of heroin. Because of these properties, buprenorphine has been approved for office-based use in treating opioid dependence. It also has been reported to suppress cocaine use and addiction.

Biologische Aktivität

ORL 1 receptor agonist that also displays mixed antagonist/partial agonist activity at κ , δ and μ -opioid receptors.

Clinical Use

Buprenorphine undergoes extensive first-pass 3-O-glucuronidation, which negates its usefulness after oral dose. It is available in parenteral and sublingual dosage forms. The typical dose is 0.3 to 0.6 mg three times per day by intramuscular injection for analgesia or 8 mg/day as a sublingual tablet for opioid-dependence maintenance. The duration of analgesic effect is 4 to 6 hours. After parenteral dose, approximately 70% of the drug is excreted in the feces, and the remainder appears as N-dealkylated and conjugated metabolites in the urine. Naloxone is not an effective antagonist to buprenorphine because of the latter's high binding affinity to opioid receptors.

[5α,7α(S)]-α-tert-Butyl-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolhydrochlorid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


[5α,7α(S)]-α-tert-Butyl-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolhydrochlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 0)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate

53152-21-9([5α,7α(S)]-α-tert-Butyl-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolhydrochlorid)Verwandte Suche:


  • Zalban
  • [5α,7α(S)]-17-(Cyclopropylmethyl)-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolhydrochloride
  • BUPRENORPHINE HCL
  • BUPRENORPHINE HYDROCHLORIDE
  • Buprenorphine Hydrochloride (CIII), USP
  • Buprenorphine Hydrochloride CIII (50 mg)
  • 6,14-EthenoMorphinan-7-Methanol,17-(cyclopropylMethyl)-a-(1,1-diMethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-Methoxy-a-Methyl-, hydrochloride (1:1)
  • 6,14-Ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-, hydrochloride, [5α,7α(S)]-
  • [5α,7α(S)]-17-(Cyclopropylmethyl)-α-(1,1-dimethylethyl)4,5-epoxy-18,19-dihydo-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanol hydrochloride
  • buprenorphine hydrochlorie
  • UAIXRPCCYXNJMQ-RZIPZOSSSA-N
  • Buprenorphine (hydrochloride) (CRM)
  • 7-alpha(s))-5-alph
  • l)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-alpha-methyl-,hydrochloride,(
  • m-6029
  • mr56
  • [5alpha,7alpha(S)]-alpha-tert-butyl-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-alpha-methyl-6,14-ethenomorphinan-7-methanol hydrochloride
  • Buprenorphine HCL USP
  • BUPRENORPHINE HYDROCHLORIDE--DEASCHEDULE V ITEM
  • BUPRENORPHINE HYDROCHLORIDE AN OPIOID MI XED AGONI
  • BUPRENORPHINE HYDROCHLORIDE, DRUGSTANDAR D SOLUTION
  • BuprenorphineHcl(Narcotic)
  • BuprenorphineHcl(Narcotic)C29H41No4*Hcl,Edmf
  • 6,14-Ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-.alpha.-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-.alpha.-methyl-, hydrochloride, (.alpha.S,5.alpha.,7.alpha.)-
  • buprenorphine hydrochloride solution
  • BUPRENORPHINEHYDROCHLORIDE,USP
  • 6,14-Ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-, hydrochloride, (αS,5α,7α)-
  • Buprenorphine D4 HydrochlorideQ: What is Buprenorphine D4 Hydrochloride Q: What is the CAS Number of Buprenorphine D4 Hydrochloride
  • Buprenorphine hydrochlorideQ: What is Buprenorphine hydrochloride Q: What is the CAS Number of Buprenorphine hydrochloride
  • 53152-21-9
  • 53152-51-9
  • C29H41NO4HCl
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