Chloralose

Chloralose
Structural formula of α-chloralose
Names
IUPAC name
1,2-O-[(1R)-2,2,2-Trichloroethane-1,1-diyl]-α-D-glucofuranose
Systematic IUPAC name
(1R)-1-[(2R,3aR,4S,5R,6aR)-2-(Trichloromethyl)-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
Identifiers
3D model (JSmol)
85418
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.036.363
EC Number
  • 240-016-7
KEGG
MeSH Chloralose
PubChem CID
  • 7057995
  • 40467114 (2R,3aR,5R,6R)-6-hydroxy-2-methyl-furo-5-yl
  • 27525 (2R,5R,6S,6aR)-6-hydroxy-2-methyl-furo-5-yl
  • 16211632 (1R)-dioxol, (2R,5R,6S,6aR)-6-hydroxy-2-methyl-furo-5-yl
  • 186624 (1R)-dioxol, (3aR,5R,6S,6aR)-6-hydroxy-furo-5-yl
  • 2723807 (2R,3aR,5R,6S,6aR)-6-hydroxy-2-methyl-furo-5-yl
  • 85991
RTECS number
  • FM9450000
UNII
  • InChI=1S/C8H11Cl3O6/c9-8(10,11)7-16-5-3(14)4(2(13)1-12)15-6(5)17-7/h2-7,12-14H,1H2/t2-,3+,4-,5-,6-,7-/m1/s1 check
    Key: OJYGBLRPYBAHRT-IPQSZEQASA-N check
  • InChI=1/C8H11Cl3O6/c9-8(10,11)7-16-5-3(14)4(2(13)1-12)15-6(5)17-7/h2-7,12-14H,1H2/t2-,3+,4-,5-,6-,7-/m1/s1
    Key: OJYGBLRPYBAHRT-IPQSZEQABF
  • C([C@H]([C@@H]1[C@@H]([C@@H]2[C@H](O1)O[C@@H](O2)C(Cl)(Cl)Cl)O)O)O
Properties
C8H11Cl3O6
Molar mass 309.52 g·mol−1
Melting point 176 to 182 °C (349 to 360 °F; 449 to 455 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Harmful if swallowed

Harmful if inhaled

GHS labelling:
GHS06: ToxicGHS07: Exclamation markGHS09: Environmental hazard
Danger
H301, H332, H336, H410
P261, P264, P270, P271, P273, P301+P310, P304+P312, P304+P340, P312, P321, P330, P391, P403+P233, P405, P501
Related compounds
Related compounds
 Chloral hydrate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Chloralose (also known as α-chloralose) is an avicide, and a rodenticide used to kill mice in temperatures below 15 °C. It is also widely used in neuroscience and veterinary medicine as an anesthetic and sedative. Either alone or in combination, such as with urethane, it is used for long-lasting, but light anesthesia.

Chemically, it is a chlorinated acetal derivative of glucose.

It is listed in Annex I of Directive 67/548/EEC with the classification Harmful (Xn)

Chloralose exerts barbiturate-like actions on synaptic transmission in the brain, including potent effects at inhibitory γ-aminobutyric acid type A receptors (GABAAR). A structural isomer of chloralose, β-chloralose (also called parachloralose in older literature), is inactive as a GABAAR modulator and also as a general anesthetic.

Chloralose is often abused for its avicide properties. In the United Kingdom, protected birds of prey have been killed using the chemical. Legal use for bird control also often causes raptor mortalities from secondary poisoning, as well as primary poisoning of non-target species from eating bait, for example, kererū pigeon in New Zealand.