Emylcamate information

Emylcamate
Clinical data
ATC code	N05BC03 (WHO) ;
Legal status
Legal status	BR: Class C1 (Other controlled substances);
Identifiers
	IUPAC name 3-methyl-3-pentanol carbamate;
CAS Number	78-28-4 ;
PubChem CID	6526;
DrugBank	DB13572 ;
ChemSpider	6278 ;
UNII	KCJ747D3R4;
KEGG	D07317 ;
ChEBI	CHEBI:134769;
ChEMBL	ChEMBL2104208 ;
CompTox Dashboard (EPA)	DTXSID40228645 ;
ECHA InfoCard	100.001.002
Chemical and physical data
Formula	C7H15NO2
Molar mass	145.202 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(OC(C)(CC)CC)N;
	InChI InChI=1S/C7H15NO2/c1-4-7(3,5-2)10-6(8)9/h4-5H2,1-3H3,(H2,8,9) ; Key:SLWGJZPKHAXZQL-UHFFFAOYSA-N ;
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Emylcamate (marketed as Striatran by Merck) is an anxiolytic and muscle relaxant. It was patented in the US in 1961 (US Patent 2,972,564) and advertised for the treatment of anxiety and tension. It was claimed to be superior to meprobamate, which would eventually replace emylcamate.

A study of the drug's effects in mice was done in 1959. It concluded that at 50 mg/kg emylcamate gave a 63% decrease in motor activity compared with meprobamate's 32% decrease, a doubling in effective potency. The therapeutic index in mice was also established:

Meprobamate	Emylcamate	Effect
175	123	ED₅₀ (mg/kg)
600	550	LD₅₀ (mg/kg)
3.4	4.4	Therapeutic index

Emylcamate also has a faster intra-parenteral onset than meprobamate, 3 minutes compared with 35.^[2]

^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
^ Melander B (1959). "Emylcamate, A Potent Tranquillizing Relaxant". Journal of Medicinal and Pharmaceutical Chemistry. 1 (5): 443–457. doi:10.1021/jm50006a003.

[1] Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.

[2] Melander B (1959). "Emylcamate, A Potent Tranquillizing Relaxant". Journal of Medicinal and Pharmaceutical Chemistry. 1 (5): 443–457. doi:10.1021/jm50006a003.

Emylcamate information

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Clinical data

ATC code	N05BC03 (WHO)
Legal status
Legal status	BR: Class C1 (Other controlled substances)^[1]
Identifiers
IUPAC name 3-methyl-3-pentanol carbamate
CAS Number	78-28-4^Y
PubChem CID	6526
DrugBank	DB13572^Y
ChemSpider	6278^Y
UNII	KCJ747D3R4
KEGG	D07317^Y
ChEBI	CHEBI:134769
ChEMBL	ChEMBL2104208^Y
CompTox Dashboard (EPA)	DTXSID40228645
ECHA InfoCard	100.001.002
Chemical and physical data
Formula	C₇H₁₅NO₂
Molar mass	145.202 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(OC(C)(CC)CC)N
InChI InChI=1S/C7H15NO2/c1-4-7(3,5-2)10-6(8)9/h4-5H2,1-3H3,(H2,8,9)^Y Key:SLWGJZPKHAXZQL-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)