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Basic information

  • Name:
  • Ethanaminium,2-hydroxy-N,N,N-trimethyl-

  • CAS No.:
  • 62-49-7

  • Molecular Structure:
  • Formula:
  • C5H14 N O
  • Molecular Weight:
  • 104.20
  • Synonyms:
  • Choline(8CI); (2-Hydroxyethyl)trimethylammonium; Bilineurine; Choline cation; Cholineion; Nanoveson C
  • EINECS:
  • 200-535-1
  • Density:
  • 1.09 g/mL at 20 °C
  • Hazard Symbols:
  • CorrosiveC
  • Risk Codes:
  • 34
  • Safety Description:
  • Poison by subcutaneous and intravenous routes. Moderately toxic by rectal route. Mildly toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx and NH3. Details
  • Source:
  • Egg yolk, kidney, liver, heart, seeds, vegetables, and legumes; synthetic preparation from trimethylamine and ethylene chlorohydrin or ethylene oxide.

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Chemistry

Molecular Structure:

Molecular Formula: C5H14NO
Molecular Weight: 104.1702
IUPAC Name: 2-Hydroxyethyl(trimethyl)azanium
Synonyms of Choline (CAS NO.62-49-7): (2-Hydroxyethyl)trimethylammonium ; 2-Hydroxy-N,N,N-trimethylethanaminium ; 3-04-00-00651 (Beilstein Handbook Reference) ; AI3-24208 ; BRN 1736748 ; Bilineurine ; CCRIS 5847 ; Choline cation ; Choline ion ; Cholinum ; EINECS 200-535-1 ; UNII-N91BDP6H0X ; Ethanaminium, 2-hydroxy-N,N,N-trimethyl-
CAS NO: 62-49-7
Classification Code: Antilipemic Agents ; Antimetabolites ; Central Nervous System Agents ; Gastrointestinal Agents ; Lipotropic agents ; Nootropic agents
Density: 1.09 g/mL at 20 °C
Refractive Index: n20/D 1.418
Storage Temp: 2-8°C

History

In 1866, Choline (CAS NO.62-49-7) was discovered by Andreas Strecker in 1864 and chemically synthesized.
In 1998 choline was classified as an essential nutrient by the Food and Nutrition Board of the Institute of Medicine (U.S.A.).

Uses

  Choline (CAS NO.62-49-7) is a quaternary saturated amine with the chemical formula (CH3)3N+CH2CH2OHX?, where X? is a counterion such as chloride (see choline chloride), hydroxide or tartrate. Choline chloride, in mixture with urea is used as a solvent ( DES ) and the salicylate salt is used topically for pain relief of aphthous ulcers. Choline hydroxide is one of the class of phase transfer catalysts which are used to carry the hydroxide ion into organic systems.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 35mg/kg (35mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 358, 1948.
cat LDLo subcutaneous 150mg/kg (150mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
frog LDLo subcutaneous 1500mg/kg (1500mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
guinea pig LDLo intraperitoneal 450mg/kg (450mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 85, Pg. 642, 1954.
rabbit LDLo intravenous 70mg/kg (70mg/kg)   Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 83, Pg. 481, 1920.
rabbit LDLo rectal 460mg/kg (460mg/kg)   Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 83, Pg. 481, 1920.
rabbit LDLo subcutaneous 500mg/kg (500mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 358, 1948.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes of Choline (CAS NO.62-49-7): CorrosiveC
Risk Statements: 34 
R34: Causes burns.
Safety Statements: 26-36/37/39-45 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3286 3/PG 2
WGK Germany: 1
F: 8-9-23
HazardClass: 8
PackingGroup: II
Poison by subcutaneous and intravenous routes. Moderately toxic by rectal route. Mildly toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx and NH3.

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