コリン クロリド

Choline Chloride

HCID 6209CAS 67-48-1

基本情報

標準SMILES
C[N+](C)(C)CCO.[Cl-]
InChIKey
SGMZJAMFUVOLNK-UHFFFAOYSA-M
分子式
C5H14NO.Cl
平均分子量
139.62 g/mol

概要

Choline chloride appears as white crystals. Practically neutral aqueous solution. (NTP, 1992)

名称と識別子

優先名称
Choline Chloride
IUPAC
2-hydroxyethyl(trimethyl)azanium chloride
現地名
コリン クロリド
英語名
Choline chloride
分子式
C5H14ClNO
分子量
139.62

名称と別名

CHOLINE CHLORIDE67-48-1LipotrilHepacholineParesan2-Hydroxy-N,N,N-trimethylethanaminium chloride(2-Hydroxyethyl)trimethylammonium chlorideHormoclineBiocolinaLuridin chlorideCholine hydrochlorideNeocolina
名称をさらに表示
コリン クロリドビオコリンコリニウムクロリトN,N,N-トリメチル-2-ヒドロキシエタンアミニウム·クロリドホルモクリンルリジンクロリド2-ヒドロキシエチルトリメチルアミニウム·クロリドヘパコリンリポトリルパレサンコリンクロリド塩化コリンサンキャッチ2-ヒドロキシ-N,N,N-トリメチルエタンアミニウム·クロリド2-ヒドロキシエチルトリメチルアンモニウム·クロリドネオコリナフルハートFH-295コリン·クロリド(2-ヒドロキシエチル)トリメチルアミニウム·クロリドビオコリナCHOLINE CHLORIDCholine Chloride 60% Corn COBCholine Chloride pureCHOLINE CHLORIDE POWDERCholinchloridHOEtN1,1,1Cl
Bilineurin chlorideBiocolineCholinium chlorideCholine, chlorideChloride de cholineCholine chlorhydrateCholini chloridumCloruro de colina

データベース識別子

CAS
67-48-1
PubChem CID
6209
DTXSID
DTXSID4020325
ChEMBL
CHEMBL282468
ChEBI
CHEBI:133341
UNII
45I14D8O27
EC Number
200-655-4

物性

構造計算による物性

極性表面積
20.2 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
2
重原子数
8

実験および物理化学的性質

CosmeticsCosmetic ingredients (Choline Chloride) -> CIR (Cosmetic Ingredient Review)
pH4.7 (10% SOLN IN WATER)
Pesticides · 2 件

Rodenticides

Active substance -> EU Pesticides database: Not approved

LogP-5.16
Food AdditivesNUTRIENT SUPPLEMENT -> FDA Substance added to food
Color/Form · 2 件

WHITE CRYSTALS

Deliquescent crystals

物理化学的性質

融点
302 · 302-305 °C (dec.) (lit.)
比重(密度)
1.0238 · 1.0238 (rough estimate)
屈折率
1.54 · 1.5400 (estimate)
FEMA
4500 · 4500 | Choline chloride (Also Includes Choline)
貯蔵温度
Sealed in dry,Room Temperature
溶解性
2 O: · H2O: 1 M、透明、無色

化学的性質

化学的特性White crystalline powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 53.5% (236 of 441) of all reports.

Warning

H315 (46%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 441 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 6 件

Chemical: Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, chloride

Directive (EC) No 46/2002

Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, chloride (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, chloride (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

2004/129/EC

Status: Active Update: 20-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5360

Choline chloride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, chloride: Environment tier I assessment
Fire Hazards · 2 件

This chemical is relatively nonflammable. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

FDA Requirements · 2 件

Choline chloride used as a nutrient in food for human consumption is generally recognized as safe when used in accordance with good manufacturing practice.

Choline chloride used as a nutrient and/or dietary supplement in animal drugs, feeds, and related products is generally recognized as safe when used in accordance with good manufacturing or feeding practice.

Reactive GroupAlcohols and Polyols
Special Reports · 1 件

National Academy of Sciences. Institute of Medicine. Food and Nutrition Board. Dietary Reference Intakes for Thiamin, Riboflavin, Niacin, Vitamin B6, Folate, Vitamin B12, Pantothenic Acid, Biotin, and Choline (1998). Available from: http://www.nal.usda.gov/fnic/DRI//DRI_Thiamin/390-422_150.pdf as of February 28, 2008.

安全と保護具

Fire Fighting · 2 件

To fight fires involving this chemical, you should be equipped with an air line or self-contained breathing apparatus. Extinguish with a dry chemical, carbon dioxide, foam or halon extinguisher. (NTP, 1992)

Use water spray, powder.

First Aid Measures · 3 件

Fresh air, rest.

Rinse and then wash skin with water and soap.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible).

First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong oxidants.
Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

毒性情報

Body Burden... The fetal choline content can be estimated as approximately 5 mmol/kg (520 mg/kg) fetal weight. Human placental tissue has been estimated to average 1.26 + or - 0.24 mmol/kg ... in a small sample (n = 7) ... /Choline/
Interactions · 5 件

Repeated admin of choline chloride to female rats incr liver necrosis caused by carbon tetrachloride.

Lithium admin potentiates effect of exogenous choline on brain acetylcholine levels.

Toxic interaction between choline and morphine ... .

Methotrexate may diminish pools of all choline metabolites. Choline supplementation reverses fatty liver caused by methotrexate admin in rats. /Choline/

For more Interactions (Complete) data for CHOLINE CHLORIDE (6 total), please visit the HSDB record page.

Milk ConcentrationsMature human milk contains more phosphocholine and glycerophosphocholine than choline, phosphatidylcholine, of sphingomyelin. Human milk contains 1.5 to 2 mM choline moiety per liter. /Choline/
Toxicity Summary · 2 件

The CIR Expert Panel concluded the following ingredients are safe in the present practices of use and concentration described in the safety assessment when formulated to be non-irritating...Choline Chloride..

Safe for use in cosmetics, with qualifications

Medical Surveillance · 1 件

The primary criterion used to est the Adequate Intake (AI) for choline is the prevention of liver damage as assessed by measuring serum levels of the liver enzyme alanine aminotransferase or ALT. ALT was formerly called and is still referred to as SGPT (serum glutamate pyrutate transaminase). /Choline/

Human Toxicity Excerpts · 5 件

/HUMAN EXPOSURE STUDIES/ Single oral doses of 10 g produce no obvious pharmacodynamic response /Choline/

/HUMAN EXPOSURE STUDIES/ Humans with and without cirrhosis have been treated with large doses of choline chloride (6 g/day for 4 weeks) with no resultant liver toxicity ...

/SIGNS AND SYMPTOMS/ At 7.5 g of choline daily, nausea, diarrhea and a small decr in blood pressure were reported in some patients. The upper limit (UL) for adults is 3.5 g daily. Individuals that may be at incr risk of side effects with choline intakes at the UL include those with trimethylaminuria, liver disease, renal disease, depression and Parkinson's disease. /Choline/

/SIGNS AND SYMPTOMS/ ...Fishy body odor, vomiting, salivation, sweating, and gastrointestinal effects ... were reported in patients with tardive dyskinesia and cerebellar ataxia treated with choline chloride at 150 and 220 mg/kg of body weight/day for 2 to 6 weeks (10 and 16 g/day, respectively) ...

For more Human Toxicity Excerpts (Complete) data for CHOLINE CHLORIDE (17 total), please visit the HSDB record page.

法規制情報

FDA Requirements · 2 件

Choline chloride used as a nutrient in food for human consumption is generally recognized as safe when used in accordance with good manufacturing practice.

Choline chloride used as a nutrient and/or dietary supplement in animal drugs, feeds, and related products is generally recognized as safe when used in accordance with good manufacturing or feeding practice.

安全データ

F
3-9
wgk
1
tsca
TSCA listed
rtecs
KH2975000
毒性
LD50 in rats (g/kg): 0.400 i.p.; 6.64 orally (Hartung, Cornish)
hs_code
29212900

化学と産業

薬理情報

Bionecessity · 5 件

Deficiency state is really one of available methyl groups, & consequently can only be produced as a result of combined deficiency of choline & other methyl donors. In animals, amt of choline needed is affected by growth rate, age, quantity of dietary fat, & quality of dietary protein... /Choline/

...accumulation of fat in liver, followed by cirrhosis... hemorrhagic renal lesions & motor incoordination from nerve degeneration... observed. ...damage to fetus, including atrophy of thymus, when pregnant rat is fed diet with marginal contents of choline... none...identified in man... /Choline/

The 3 major metabolic functions of choline are as a precursor for phosphatidylcholine biosynth, as a precursor for acetylcholine biosynth and as methyl donor. In addition to serving as a precursor for phosphatidylcholine, choline is the precursor of the phospholipid sphingomyelin. Phosphatidylcholine and sphingomyelin are structural components of biological membranes. These phospholipids also serve as precursors for the intracellular messengers ceraminde and diacylglycerol. Choline is also the precursor of the signaling lipids, platelet-activating factor (PAF) and sphingosylphosphoryl-choline ... Choline is important for normal cellular membrane composition and repair, normal brain function and normal cardiovascular function ... /Choline/

... As the major precursor of betaine, /choline/ is used by the kidney to maintain water balance and by the liver as a source of methyl groups for the removal of homocysteine in methionine formation. Moreover, choline is used to produce the important neurotransmitter (nerve messenger chemical) acetylcholine, which is involved in memory and other nervous system functions ... In humans, dietary deficiency of choline is associated with fatty liver and liver damage. /Choline/

For more Bionecessity (Complete) data for CHOLINE CHLORIDE (16 total), please visit the HSDB record page.

Mechanism of Action · 4 件

Choline has several roles in body. It is an important component of phospholipids, affects mobilization of fat from liver (lipotropic action), acts as methyl donor, & is essential for formation of neurotransmitter acetylcholine. /Choline/

Several mechanisms are suggested for the cancer-promoting effect of a choline-devoid diet. These incl incr cell proliferation related to regeneration after parenchymal cell death occurs in the choline deficient liver, hypomethylation of DNA (alters expression of genes), reactive oxygen species leakage from mitochondria with incr lipid peroxidation in liver, activation of protein kinase C signaling due to accumulation of diacylglycerol in liver, mutation of the fragile histidine triad (FHIT) gene, which is a tumor suppressor gene, and defective cell-suicide (apoptosis) mechanisms. Loss of phposphatidylethanolamine N-methyl-transferase (PEMT) function may also contribute to malignant transformation of hepatocytes. /Choline/

Acetylcholine is one of the most important neurotransmitters used by neurons in the memory centers of the brain (hippocampus and septum). Choline accelerates the synth and release of acetylcholine in nerve cells. /Choline/

Female Sprague-Dawley rats received approximately 300 mg/kg per day of choline chloride through their drinking water on days 11 of pregnancy through birth and the level of nerve growth factor (NGF) in the hippocampus and frontal cortex of their male offspring was measured at 20 and 90 days of age. Prenatal choline supplementation caused significant increases in hippocampal NGF levels at 20 and 90 days of age, while levels of NGF in the frontal cortex were elevated in choline-supplemented rats at 20 days of age, but not 90 days of age. These results suggest that increases in NGF levels during development or adulthood may be one mechanism underlying improvements in spatial and temporal memory of adult rats exposed to elevated levels of choline chloride perinatally.

Metabolism/Metabolites · 5 件

Free choline is not fully absorbed, especially after large doses, & intestinal bacteria metabolize choline to trimethylamine. /Choline/

/The/ ability to form choline /de novo via the methylation of phosphatidylethanolamine using S-adenosylmethionine as the methyl donor, mostly in the liver,/ means that some of the demand for choline can ... be met using methyl groups derived from 1-carbon metabolism (via methyl-folate and methionine). Several vitamins (folate, vitamin B12, vitamin B6, and riboflavin) and the amino acid methionine interact with choline in 1-carbon metabolism ... Methionine, methyl-tetrahydrofolate (THF), and choline can be fungible sources of methyl groups. /Choline/

Before choline can be absorbed in the gut, some is metabolized by bacteria to form betaine and methylamines (which are not methyl donors) ... Although some free choline is excreted with urine, most is oxidized in the kidney to form betaine ... /Choline/

Acetylcholine is one of the most important neurotransmitters used by neurons in the memory centers of the brain (hippocampus and septum). Choline accelerates the synth and release of acetylcholine in nerve cells. Choline used by brain neurons is largely derived from membrane lecithin /(phosphatidylcholine)/, or from dietary intake of choline and lecithin ... Choline derived from lecithin may be especially important when extracellular choline is in short supply, as might be expected to occur in advanced age because of decr brain choline uptake ... /Choline/

For more Metabolism/Metabolites (Complete) data for CHOLINE CHLORIDE (6 total), please visit the HSDB record page.

MeSH Pharmacological Classification · 2 件

Endogenous factors or drugs that increase the transport and metabolism of LIPIDS including the synthesis of LIPOPROTEINS by the LIVER and their uptake by extrahepatic tissues.

Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms.

Absorption, Distribution and Excretion · 5 件

A study of choline pharmacokinetics was undertaken in four patients receiving long-term total parenteral nutrition. On consecutive days, 7, 14, 28, and 56 mmol choline chloride were intravenously infused over a 12-hour period in each subject. The choline concentration was determined in plasma at baseline, 1/4, 1, 3, 6, and 12 hours, and 3 and 12 hours after the infusion ended, and in daily 24-hour urine collections. Analysis of variance showed the data fit a two-compartment model in which elimination from the central compartment was saturable significantly better than a one-compartment model in all four subjects (p < 10-8 in all cases), and significantly better than a nonsaturating model in three of the four subjects (p = 1.0 x 10-9, 7.5 x 10-6, 9.4 x 10-11, respectively). The model allowed estimates of the rate constant for choline elimination at ambient levels, first-order rate constants for transfer between central and peripheral compartments, the dissociation constant for the saturable elimination process, the apparent volume of distribution in the central compartment, the steady-state volume of distribution, and the quantities of choline in the central compartment and in the readily exchangeable pool.

Choline chloride, a strong base, was surprisingly well absorbed at pH 7, but absorption was less at lower ph values.

Choline is absorbed from diet as such or as lecithin. Latter is hydrolyzed by intestinal mucosa to glycerophosphoryl choline, which either passes to liver to liberate choline or to peripheral tissues via intestinal lymphatics. /Choline/

Choline chloride (1-2 g, 4 times daily, increasing every 2 days, reaching max of 2-5 g 4 times daily, orally) dose-dependently incr serum choline levels in patients with Huntington's Disease, & incr cerebrospinal fluid choline levels not related to serum levels.

For more Absorption, Distribution and Excretion (Complete) data for CHOLINE CHLORIDE (11 total), please visit the HSDB record page.

用途と製造

Uses · 6 件

CIR ingredient: Choline Chloride

Therap cat: lipotropic

Therap cat (vet): Nutritional factor. Dietary source of choline (lipotropic factor) in poultry.

MEDICATION

MEDICATION (VET)

MEDICATION (VET): Animal feed additive derived from agricultural waste or made synthetically. Available as 50% dry feed-grade & 70% soln.

U.S. Exports · 2 件

(1972) NEGLIGIBLE

(1975) No Data

U.S. Imports · 2 件

(1972) No Data

(1975) No Data

U.S. Production · 5 件

2023: 5,000,000 - <10,000,000 lb

(1972) 2.47X10+10 GRAMS (MED & TECH GRADE)

(1975) 1.76X10+10 GRAMS (ALL GRADES)

Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, chloride is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#2627]

Consumer UsesSoil amendments (fertilizers)
Industry UsesProcessing aids, specific to petroleum production
応用分野 · 5 件

解説塩化コリンとは、有機化合物の1種であり、4級アンモニウム塩です。 化学式はC5H14ClNOで表され、分子量は139.63です。コリンは誘導体であるホスファチジルコリンと同様にリン脂質の構成成分として、もしくはアセチルコリンのように神経伝達物質として、生体内で重要な機能をはたしています。 体内で合成されますが、タンパク質の摂取が不足している場合に合成量が不十分となり、その結果として脂肪肝などがもたらされる場合があります。

用途医薬品原料。

用途細胞膜研究用。

一般的な説明Choline chloride appears as white crystals. Practically neutral aqueous solution(NTP, 1992). It is a basic constituent of lecithin that is found in many plants and animal organs. It is important as a precursor of acetylcholine, as a methyl donor in various metabolic processes, and in lipid metabolism.

使用用途塩化コリンの使用用途は、その生理学上の機能から、健康食品としてのサプリメントや、家畜の飼料に配合するサプリメントなどです。家禽産業の開発、発展により、塩化コリンの市場規模は増加し続けています。 生理学上の機能としては、3つが知られており、 1つ目は細胞膜の構造の保全と細胞シグナリングの役割、 2つ目はアセチルコリンへ合成されることによる神経伝達物質としての役割です。 3つ目に、S-アデノシルメチオニンを合成する代謝経路に関与する代謝物質トリメチルグリシン (ベタイン) を通じたメチル基の供与体としての役割が挙げられます。

調製方法 · 1 件

純化方法Extremely deliquescent. Check purity by AgNO3 titration or by titration of OH-base after passage through an anion-exchange column. Crystallise it from absolute EtOH, or EtOH/Et2O, dry it under vacuum and store it in a vacuum desiccator over P2O5 or Mg(ClO4)2. [Beilstein 4 IV 1443.]

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

補足説明

定義本品は、次の化学式で表される4級アンモニウム塩である。

定義ChEBI: Choline chloride is a quaternary ammonium salt with choline cation and chloride anion. It has a role as an animal growth promotant. It is a chloride salt and a quaternary ammonium salt. It contains a choline.

関連反応

8 件

関連ノート

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