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C122

Sigma-Aldrich

Codeine sulfate salt

Synonym(s):

3-Methylmorphine sulfate salt

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About This Item

Linear Formula:
C36H42N2O6 · H2SO4
CAS Number:
Molecular Weight:
696.81
EC Number:
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

form

solid

Quality Level

drug control

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

SMILES string

[S](=O)(=O)(O)O.N6([C@H]7[C@H]8[C@@]9([C@@H](Oc%10c9c(ccc%10OC)C7)[C@H](C=C8)O)CC6)C.N1([C@H]2[C@H]3[C@@]4([C@@H](Oc5c4c(ccc5OC)C2)[C@H](C=C3)O)CC1)C

InChI

1S/2C18H21NO3.H2O4S/c2*1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;1-5(2,3)4/h2*3-6,11-13,17,20H,7-9H2,1-2H3;(H2,1,2,3,4)/t2*11-,12+,13-,17-,18-;/m00./s1

InChI key

BCXHDORHMMZBBZ-DORFAMGDSA-N

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Biochem/physiol Actions

Narcotic analgesic and selective μ agonist whose activity is due to its conversion (demethylation) to morphine in vivo.

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Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A Liguori et al.
The Journal of pharmacology and experimental therapeutics, 277(1), 462-472 (1996-04-01)
Respiratory and behavioral effects of the mu selective opioids levorphanol (0.01-3.0 mg/kg), methadone (0.03-5.6 mg/kg) and codeine (0.3-30.0 mg/kg) and the mixed-action opioids buprenorphine (0.003-10.0 mg/kg), butorphanol (0.003-0.3 mg/ kg) and nalbuphine (0.03-30.0 mg/kg) were studied in rhesus monkeys. In
I Tegeder et al.
Clinical pharmacokinetics, 37(1), 17-40 (1999-08-19)
The liver is the major site of biotransformation for most opioids. Thus, the disposition of these drugs may be affected in patients with liver insufficiency. The major metabolic pathway for most opioids is oxidation. The exceptions are morphine and buprenorphine
M B Ahmed et al.
Journal of ethnopharmacology, 39(3), 213-216 (1993-08-01)
Catha edulis is a plant that grows in certain areas of East Africa and the Arab Peninsula. The stimulating properties of fresh material were described more than seven centuries ago and today the habit of inducing a state of euphoria
E A Pehek et al.
Pharmacology, biochemistry, and behavior, 36(2), 267-271 (1990-06-01)
The effects of the psychostimulant (+)cathine (norpseudoephedrine) were examined in a two-choice, food-motivated, drug-discrimination paradigm. Rats were able to discriminate cathine from vehicle and this effect was dose- and time-dependent. Prior administration of cathine resulted in a diminished response (tolerance)

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