TL-599

TL-599
Names
	Preferred IUPAC name 4-[(Dimethylcarbamoyl)oxy]-N,N,N-trimethyl-2-(propan-2-yl)anilinium iodide
	Other names SB-8
Identifiers
CAS Number	63981-53-3 ;
3D model (JSmol)	Interactive image ;
ChemSpider	41823 ;
PubChem CID	45961 ;
UNII	SD9T6QM997 ;
CompTox Dashboard (EPA)	DTXSID10981619 ;
	InChI InChI=1S/C15H25N2O2.HI/c1-11(2)13-10-12(19-15(18)16(3)4)8-9-14(13)17(5,6)7;/h8-11H,1-7H3;1H/q+1;/p-1 Key: DBMNNBLVHXQGOH-UHFFFAOYSA-M;
	SMILES CC(C)c1cc(ccc1[N+](C)(C)C)OC(=O)N(C)C.[I-];
Properties
Chemical formula	C15H25IN2O2
Molar mass	392.281 g·mol−1
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	75 μg/kg (subcutaneous, mice); 168 μg/kg (intraperitoneal, mice); 75 μg/kg (mice, subcutaneous)
LDLo (lowest published)	100 μg/kg (guinea pigs, subcutaneous)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Last updated June 01, 2025

TL-599, also known as SB-8, is an extremely potent carbamate class acetylcholinesterase inhibitor.^[1]^[2]

References

1 2 3 4 Chemical Warfare Agents, and Related Chemical Problems. Parts I-II. 1958.
1 2 Stevens, Joseph R.; Beutel, Ralph H. (January 1941). "Physostigmine Substitutes". Journal of the American Chemical Society. 63 (1): 308–311. doi:10.1021/ja01846a078.

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[PB158508-1] 1 2 3 4 Chemical Warfare Agents, and Related Chemical Problems. Parts I-II. 1958.

[ps-2] 1 2 Stevens, Joseph R.; Beutel, Ralph H. (January 1941). "Physostigmine Substitutes". Journal of the American Chemical Society. 63 (1): 308–311. doi:10.1021/ja01846a078.

[1]

[2]

Names

Preferred IUPAC name 4-[(Dimethylcarbamoyl)oxy]-N,N,N-trimethyl-2-(propan-2-yl)anilinium iodide
Other names SB-8
Identifiers
CAS Number	63981-53-3
3D model (JSmol)	Interactive image
ChemSpider	41823
PubChem CID	45961
UNII	SD9T6QM997
CompTox Dashboard (EPA)	DTXSID10981619
InChI InChI=1S/C15H25N2O2.HI/c1-11(2)13-10-12(19-15(18)16(3)4)8-9-14(13)17(5,6)7;/h8-11H,1-7H3;1H/q+1;/p-1 Key: DBMNNBLVHXQGOH-UHFFFAOYSA-M
SMILES CC(C)c1cc(ccc1[N+](C)(C)C)OC(=O)N(C)C.[I-]
Properties
Chemical formula	C₁₅H₂₅IN₂O₂
Molar mass	392.281 g·mol⁻¹
Hazards
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	75 μg/kg (subcutaneous, mice)^[1] 168 μg/kg (intraperitoneal, mice)^[1] 75 μg/kg (mice, subcutaneous)^[2]
LD_Lo (lowest published)	100 μg/kg (guinea pigs, subcutaneous)^[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

TL-599

See also

References