naltrexone

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Names

[ CAS No. ]:
16590-41-3

[ Name ]:
naltrexone

[Synonym ]:
Morphinan-6-one, 17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxy-, (5α)-
Trexonil
NeMexin
(1S,5R,13R,17S)-4-(Cyclopropylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0.0.0]octadeca-7(18),8,10-trien-14-on
Depotrex
ReVia
en1939
Naltrel
en1639
Naltrexone
Vivitrol
(5α)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6-one
Antaxone
trexan
(1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0.0.0]octadeca-7(18),8,10-trien-14-one
(1S,5R,13R,17S)-4-(cyclopropylméthyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0.0.0]octadéca-7(18),8,10-trién-14-one
celupan
En 1639A
Um-792
(5a)-17-(Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-one
Nalorex
Depade

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
558.1±50.0 °C at 760 mmHg

[ Melting Point ]:
168-170ºC

[ Molecular Formula ]:
C20H23NO4

[ Molecular Weight ]:
341.40

[ Flash Point ]:
291.4±30.1 °C

[ Exact Mass ]:
341.162720

[ PSA ]:
70.00000

[ LogP ]:
1.80

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.709

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QD2155000
CHEMICAL NAME :
Morphinan-6-one, 17-(cyclopropylmethyl)-4,5-alpha-epoxy-3,14-dihydroxy -
CAS REGISTRY NUMBER :
16590-41-3
LAST UPDATED :
199806
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C20-H23-N-O4
MOLECULAR WEIGHT :
341.44
WISWESSER LINE NOTATION :
T B6566 B6/CO 4ABBC R BX FV HO PN GHT&&TTJ CQ JQ P1- AL3TJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
551 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1100 mg/kg
SEX/DURATION :
female 1-22 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - delayed effects
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
21 mg/kg
SEX/DURATION :
female 10-19 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Sex chromosome loss and nondisjunction

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Human Lymphocyte
DOSE/DURATION :
1 gm/L
REFERENCE :
ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 1,180,1979

Safety Information

[ Symbol ]:

GHS02, GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H301 + H311 + H331-H370

[ Precautionary Statements ]:
P210-P260-P280-P301 + P310-P311

[ Hazard Codes ]:
F,T

[ Risk Phrases ]:
11-23/24/25-39/23/24/25

[ Safety Phrases ]:
16-36/37-45

[ RIDADR ]:
UN1230 - class 3 - PG 2 - Methanol, solution

Synthetic Route

Precursor & DownStream

Precursor

  • 3,6,17-tris(cyclopropylcarboxy)oxymorphone
  • Novobiocin
  • (Bromomethyl)cyclopropane
  • Naltrexone Hydrochloride
  • Nor Oxymorphone
  • Cyclopropanecarboxyldehyde
  • Cyclopropyl carbinol
  • Naltrexone 3-Methyl Ether
  • (Chloromethyl)cyclopropane

DownStream

  • Naltrindol
  • Nalmefene
  • Methylnaltrexone (Bromide)
  • nor-Binaltorphimine(nor-BNI)
  • 17-(cyclopropylmethyl)-6,7-dehydro-4,5-epoxy-3-benzyloxy-14-hydroxy-6,7,2',3'-indolomorphinan
  • Naltrexone Hydrochloride

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Related Compounds

  • naltrexone-d4
  • Naltrexone MB
  • Naltrexone-D3
  • Naltrexone HCl
  • 10-oxonaltrexone
  • 6-Dsmb-naltrexone