Tetrahydroisoquinoline

Tetrahydroisoquinoline
Names
	Preferred IUPAC name 1,2,3,4-Tetrahydroisoquinoline
	Other names AMPH-CR; "Amphetamine-Conformationally Restrained"; AMPH-THIQ; AMPH/THIQ
Identifiers
CAS Number	91-21-4 ;
3D model (JSmol)	Interactive image;
Abbreviations	TIQ, THIQ
ChEMBL	ChEMBL14346 ;
ChemSpider	6779 ;
ECHA InfoCard	100.001.864
EC Number	202-050-0;
PubChem CID	7046;
RTECS number	NX4900000;
UNII	56W89FBX3E ;
CompTox Dashboard (EPA)	DTXSID6026115 ;
	InChI InChI=1S/C9H11N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-4,10H,5-7H2 Key: UWYZHKAOTLEWKK-UHFFFAOYSA-N ; InChI=1/C9H11N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-4,10H,5-7H2 Key: UWYZHKAOTLEWKK-UHFFFAOYAB;
	SMILES c1ccc2c(c1)CCNC2;
Properties
Chemical formula	C9H11N
Molar mass	133.19 g/mol
Appearance	Deep yellow liquid
Density	1.05 g/mL
Melting point	−30 °C (−22 °F; 243 K)
Boiling point	235 to 239 °C (455 to 462 °F; 508 to 512 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H310, H314, H332, H371, H412
Precautionary statements	P260, P261, P262, P264, P270, P271, P273, P280, P301+P310, P301+P330+P331, P302+P350, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P309+P311, P310, P312, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, P501
Flash point	99 °C (210 °F; 372 K) (closed cup)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Tetrahydroisoquinoline (TIQ or THIQ), also known as AMPH-CR, is an organic compound with the chemical formula C₉H₁₁N. Classified as a secondary amine, it is derived from isoquinoline by hydrogenation. It is a colorless viscous liquid that is miscible with most organic solvents. The tetrahydroisoquinoline skeleton is encountered in a number of bioactive compounds and drugs.