Dimethylaminopivalophenone

Dimethylaminopivalophenone
Identifiers
	IUPAC name 3-(dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one;
CAS Number	15451-29-3 ;
PubChem CID	84922;
ChemSpider	76610;
UNII	83LLR55ETP;
CompTox Dashboard (EPA)	DTXSID90165652 ;
Chemical and physical data
Formula	C13H19NO
Molar mass	205.301 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(CC(C(=O)C1=CC=CC=C1)(C)C)C;
	InChI InChI=1S/C13H19NO/c1-13(2,10-14(3)4)12(15)11-8-6-5-7-9-11/h5-9H,10H2,1-4H3; Key:WKJYCZMXCFRIEO-UHFFFAOYSA-N;

Dimethylaminopivalophenone^[1]^[2] is an opioid analgesic with a potency ½ that of morphine.^{[citation needed]} It was initially discovered by Russian scientists in 1954 and subsequently rediscovered in the US in 1969.^[3] Its LD₅₀ in mice is 83 mg/kg.^[4] It has never been marketed commercially.^{[citation needed]}

References

^ Brewster JH, Eliel EL (2011). "Carbon-Carbon Alkylations with Amines and Ammonium Salts". Organic Reactions. 7 (3): 99–197. doi:10.1002/0471264180.or007.03. ISBN 9780471264187.
^ Kleinman EF (April 2011). "Dimethyl(methylene)ammonium Iodide". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rd346. ISBN 978-0471936237. {{cite book}}: |journal= ignored (help)
^ Atwal MS, Bauer L, Dixit SN, Gearien JE, Megahy M, Morris R, Pokorny C (November 1969). "Analgetics. II. Relationship between structure and activity of some beta-amino ketones". Journal of Medicinal Chemistry. 12 (6): 994–7. doi:10.1021/jm00306a006. PMID 5351480.
^ "2,2-dimethyl-3-(dimethylamino)-Propiophenone". ChemIDplus. Retrieved 2 October 2015.

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[1] Brewster JH, Eliel EL (2011). "Carbon-Carbon Alkylations with Amines and Ammonium Salts". Organic Reactions. 7 (3): 99–197. doi:10.1002/0471264180.or007.03. ISBN 9780471264187.

[2] Kleinman EF (April 2011). "Dimethyl(methylene)ammonium Iodide". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rd346. ISBN 978-0471936237. {{cite book}}: |journal= ignored (help)

[3] Atwal MS, Bauer L, Dixit SN, Gearien JE, Megahy M, Morris R, Pokorny C (November 1969). "Analgetics. II. Relationship between structure and activity of some beta-amino ketones". Journal of Medicinal Chemistry. 12 (6): 994–7. doi:10.1021/jm00306a006. PMID 5351480.

[4] "2,2-dimethyl-3-(dimethylamino)-Propiophenone". ChemIDplus. Retrieved 2 October 2015.

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Identifiers

IUPAC name 3-(dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one
CAS Number	15451-29-3^Y
PubChem CID	84922
ChemSpider	76610
UNII	83LLR55ETP
CompTox Dashboard (EPA)	DTXSID90165652
Chemical and physical data
Formula	C₁₃H₁₉NO
Molar mass	205.301 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN(CC(C(=O)C1=CC=CC=C1)(C)C)C
InChI InChI=1S/C13H19NO/c1-13(2,10-14(3)4)12(15)11-8-6-5-7-9-11/h5-9H,10H2,1-4H3 Key:WKJYCZMXCFRIEO-UHFFFAOYSA-N

Dimethylaminopivalophenone

See also

References