Doxpicomine

Doxpicomine: Doxpicomine

Systematic (IUPAC) name

1-(1,3-dioxan-5-yl)-N,N-dimethyl-1-pyridin-3-ylmethanamine

Clinical data

Pregnancy cat. ?

Legal status ℞ Prescription only

Routes Oral

Identifiers

CAS number 69494-04-8^Y

ATC code None

PubChem CID ?

UNII 9821373UA1^Y

KEGG D03900^Y

Chemical data

Formula C₁₂H₁₈N₂O₂

Mol. mass 222.283 g/mol

SMILES eMolecules & PubChem

Y(what is this?)  (verify)

Doxpicomine (Doxpicodin, Doxpizodine) is a mild opioid analgesic drug.^[1]. The drug acts as a mu-opioid receptor agonist.^[2] It is of fairly low potency, with a 400 mg dose of doxpicomine approximately equivalent in pain-killing effect to 8 mg morphine or 100 mg pethidine.^[3]^[4] It has been used as a lead compound to derive further analogues, although all compounds in this family are comparatively weak mu agonists.^[5]

References

^ US 3905987, Booher, R.N., "m-Dioxane-5-Methylamine Analgesics", issued 09/16/1975, assigned to Eli Lilly

^ Smits, S. E.; Nickander, R.; Booher, R. N.; Zimmerman, D. M.; Wong, D. T.; Hynes, M. D.; Pohland, A. (1981). "Preclinical pharmacology of doxpicodin, a new analgesic". NIDA research monograph 34: 75–81. PMID 6261137.  edit

^ Wang, R. I.; Robinson, N. (1981). "Doxpicomine in postoperative pain". Clinical pharmacology and therapeutics 29 (6): 771–775. doi:10.1038/clpt.1981.109. PMID 7014073.  edit

^ Wang, R. I.; Robinson, N. (1983). "Further efficacy evaluation of doxpicomine for postoperative pain". Journal of clinical pharmacology 23 (1): 44–47. PMID 6341416.  edit

^ Wünsch, B.; Bauschke, G. (1993). "Benzomorphan analogs with doxpicomine partial structure: synthesis and psychopharmacologic investigations of 5-aminomethyl- and 5-(alpha-aminobenzyl)- substituted 2,6-epoxy-3-benzoxocines". Archiv der Pharmazie 326 (3): 171–180. PMID 8481096.  edit

v · d · eAnalgesics (N02A, N02B)

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^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: CNS

anat(n/s/m/p/4/e/b/d/c/a/f/l/g)/phys/devp

noco(m/d/e/h/v/s)/cong/tumr, sysi/epon, injr

proc, drug(N1A/2AB/C/3/4/7A/B/C/D)

Categories:
Amines
Synthetic opioids
Pyridines
Dioxanes
Mu-opioid agonists

Doxpicomine

Systematic (IUPAC) name
1-(1,3-dioxan-5-yl)-N,N-dimethyl-1-pyridin-3-ylmethanamine
Clinical data
Pregnancy cat.	?
Legal status	℞ Prescription only
Routes	Oral
Identifiers
CAS number	69494-04-8^Y
ATC code	None
PubChem	CID ?
UNII	9821373UA1^Y
KEGG	D03900^Y
Chemical data
Formula	C₁₂H₁₈N₂O₂
Mol. mass	222.283 g/mol
SMILES	eMolecules & PubChem
Y(what is this?) (verify)

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