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{{Infobox drug class
| Name = Alcohol
| Image =
| Alt =
| Caption =
| Use = Antidote, sedative
| Biological_target =
| ATC_prefix =
| MeshID =
| Drugs.com = <!-- {{Drugs.com|drug-class|?}} -->
| Consumer_Reports =
| medicinenet =
| rxlist =
}}


] of the hydroxyl (-OH) functional group in an alcohol molecule (R<sub>3</sub>COH). The three "R's" stand for carbon substituents or hydrogen atoms.<ref>{{cite web|title=alcohols|url=http://goldbook.iupac.org/A00204.html|work=IUPAC Gold Book|accessdate=16 December 2013}}</ref>]] ] of the hydroxyl (-OH) functional group in an alcohol molecule (R<sub>3</sub>COH). The three "R's" stand for carbon substituents or hydrogen atoms.<ref>{{cite web|title=alcohols|url=http://goldbook.iupac.org/A00204.html|work=IUPAC Gold Book|accessdate=16 December 2013}}</ref>]]

Revision as of 16:50, 1 July 2014

Not to be confused with Ethanol.
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Ball-and-stick model of the hydroxyl (-OH) functional group in an alcohol molecule (R3COH). The three "R's" stand for carbon substituents or hydrogen atoms.

In medicine and pharmacology, alcohols are a highly-diverse class of organic compounds that contain one or more hydroxyl functional groups (-OH) bound to a carbon atom. They occur naturally in the sugars, lipids and proteins of all living organisms. Some alcohols, principally ethanol, that have anxiolytic, euphoriant, depressant, hypnotic or sedative effects are widely used as recreational drugs. Alcohols in beverages are usually fermented, in contrast to some pharmaceutical alcohols that are synthesized artificially.

Types of alcohols

Beverage alcohol

For beverages containing drinking alcohol, see alcoholic beverage.
Wine is a psychoactive drug, as are all beverages that contain alcohol.

Several alcohols act as psychoactive drugs with different degrees of potency and effects. Alcohols contribute flavour and aroma notes to beverages, causing a product to taste sweet, spicy, hot, or solvent-like.

Drinking alcohol or beverage alcohol, is one of the most commonly abused drugs in the world (Meropol, 1996) and part of the drinking culture.

In general, the labels of beverages containing significant alcohol by volume (ABV) must state the actual alcoholic strength (i.e., "x% alc. by vol."), this helps prevent people from unknowingly driving under the influence of alcohol or engaging in other risky behavior without awareness of their level of intoxication. The term alcohol principally refers to the primary alcohol ethanol, the dominating alcohol in alcoholic beverages that are subject to alcohol laws including alcohol monopoly and alcohol taxes in countries that regulate their sale and consumption. However, since then other alcohols have been identified, including isopropanol found in Jamaican rum, which contributes an estimated 21% to the total alcohol intoxication in 40% ABV rum. A tertiary alcohol named tert-Amyl alcohol has been identified in beer (the third-most popular drink overall, after water and tea). tert-Amyl alcohol is sometimes used as a recreational drug.

Some beverages such as rum, whisky (especially Bourbon), incompletely rectified vodka (e.g. Siwucha), and traditional ales and ciders are expected to contain non-hazardous aroma alcohols as part of their flavor profile. European legislation demands a minimum content of higher alcohols in certain distilled beverages (spirits) to give them their expected distinct flavour.

Primary alcohols

These are simple alcohols unless otherwise specified.

IUPAC nomenclature Common name Alcohol by volume (ABV) % intoxication by alcoholic beverage (ABV x potency compared to EtOH / total ABV) Color/Form Odor Taste Moderate intoxicating loading dose BAC poisoning LD50 in rat, oral Therapeutic index (Potency compared to EtOH/EtOH LD50:LD50 ratio) Potency compared to EtOH EtOH LD50:LD50 ratio
2-phenylethanol Phenethyl alcohol 0.1% in non-yeasted cider (Kieser 1964): 100 mg/100 mL ? ? Intense odour of roses Burning ? ? 1790 mg/kg ? ? ?
Ethanol (simple) EtOH Up to 95.6% in rectified spirit - Clear, colorless, very mobile liquid Mild, rather pleasant; like wine or whiskey. Weak, ethereal, vinous odor. Burning 20-50 mL/40% 0.4% 7060 mg/kg - - -
Propan-1-ol Propanol 2.8% (mean) in Jamaican rum: 2384–3130 mg/100 mL. Up to 3500 mg/L (0.35%) in spirits. 21%: 2,8×3÷40 Colorless liquid Similar to ethanol Characteristic ripe, fruity flavor. Burning taste ? ? 1870 mg/kg 0.8 (mean): 0.5-1.1 3 (mean): 2-4 3.8
Tryptophol ? ? ? ? ? ? ? ? ? ? ? ?
2-Methyl-1-propanol (higher alcohol) 2M1P 0.9% (mean) in Rye mash cistern room: 534–1197 mg/100 mL ? Colorless, oily liquid. Clear, colorless, refractive, mobile liquid. Suffocating odor of fusel oil. Slightly suffocating; nonresidual alcoholic. Sweet, musty odor Sweet whiskey taste ? ? 2460 mg/kg ? ? ?
3-methyl-1-butanol (higher alcohol) 3M1B 1.5% (mean) in French Brandy: 859–2108 mg/100 mL ? Oily, clear liquid. Colorless liquid. Characteristic, disagreeable odor. Pungent, repulsive taste ? ? 1300 mg/kg ? ? 5.4
Secondary and tertiary alcohols
Ball-and-stick model of tert-Amyl alcohol (2M2B), which is 20 times more intoxicating than ethanol and like all tertiary alcohols, cannot be metabolised to toxic aldehydes.

These are all higher alcohols.

IUPAC nomenclature Common name Alcohol by volume (ABV) % intoxication by alcoholic beverage (ABV x potency compared to EtOH / total ABV) Color/Form Odor Taste Moderate intoxicating loading dose BAC poisoning LD50 in rat, oral Therapeutic index (Potency compared to EtOH/EtOH LD50:LD50 ratio) Potency compared to EtOH EtOH LD50:LD50 ratio
2-Methyl-1-butanol (secondary) 2M1B 1.2% (mean) in Bourbon: 910–1390 mg/100 mL ? Oily, clear liquid. Colorless liquid Characteristic, disagreeable odor. Pungent, repulsive taste ? ? 4170 mg/kg ? ? 1.7
2-Methyl-2-butanol (tertiary) 2M2B 0.07% in beer: 70 mg/100 mL (see tert-Pentyl alcohol in ref) Found in cassava fermented beverages 28%: 0.07×20÷5 Colorless liquid Characteristic odor. Camphor odor Burning taste 2.0-4.0 gram ? 1000 mg/kg 2.8 20 7.1
2-Methylpropan-2-ol (tertiary) 2M2P Identified, not quantified, in beer ? Colorless liquid or solid (crystals) (above 78 degrees F) Camphor-like odor ? ? ? 2743 mg/kg ? ? 2.6

Pharmaceutical alcohol

Primary alcohol
Tertiary alcohol

Some tertiary alcohols with historical medical use have been used as ethyl alcohol substitutes as they are not metabolized into toxic aldehydes like acetaldehyde:

Research chemicals

Human consumption

See also: Alcohol and health
2004 data of alcohol consumption per capita (age 15 or older), per year, by country, in liters of pure alcohol.

Recreational use

Since ancient times, people around the world have been drinking alcoholic beverages and it still remains very popular for recreational drug use. Reasons for drinking alcoholic beverages vary and include:

In countries that have a drinking culture, social stigma may cause many people not to view alcohol as a drug because it is an important part of social events. In these countries, many young binge drinkers prefer to call themselves hedonists rather than binge drinkers or recreational drug users. Undergraduate students often position themselves outside the categories of "serious" or "anti-social" drinkers, or "drugged" while drunk. However, about 40 percent of college students in the United States could be considered alcoholics according to new criteria in DSM-5 but most college binge drinkers and drug users don't develop lifelong problems.

Entheogen

Main article: Entheogen § Controversial entheogens

Some religions forbid, discourage, or restrict the drinking of alcohol for various reasons. These include Islam, Jainism, Sikhism, the Bahá'í Faith, the Church of God In Christ, The Church of Jesus Christ of Latter-day Saints, the Seventh-day Adventist Church, the Church of Christ, Scientist, the United Pentecostal Church International, Theravada, most Mahayana schools of Buddhism, some Protestant denominations of Christianity, some sects of Taoism (Five Precepts (Taoism) and Ten Precepts (Taoism)), and some sects of Hinduism. In some regions with a dominant religion the production, sale, and consumption of alcoholic beverages is forbidden for everyone, regardless of religion. For instance, some Islamic states, including member states of the Organisation of Islamic Cooperation, such as Afghanistan, Bangladesh, Brunei, Iran, Kuwait, Libya, Saudi Arabia, Sudan, and Yemen, prohibit alcohol because they are forbidden by Islam.

In some religions alcoholic beverages are used for ritual purposes. For example, the Roman Catholic Church uses wine in the celebration of the Eucharist; in Judaism kosher wine is used in holidays and rituals.

Carnival in the Netherlands is historically a Roman Catholic feast which is well known for its excessive drinking of alcohol.

Self-medication

Alcohol is a drug commonly used in self-medication. Its therapeutic index is 10:1. Alcohol is commonly used for its anxiolytic effects.

Alcoholism

Alcoholism is a broad term for problems with alcohol, and is generally used to mean compulsive and uncontrolled consumption of alcoholic beverages, usually to the detriment of the drinker's health, personal relationships, and social standing. It is considered by some to be a disease. In psychiatry several other terms have been used, specifically "alcohol abuse", "alcohol dependence," and "alcohol use disorder" which have slightly different definitions. Alcohol misuse has the potential to damage almost every organ in the body, including the brain. The cumulative toxic effects of chronic alcohol abuse can cause both medical and psychiatric problems.

Alcohol abuse

Alcohol abuse, as described in the DSM-IV, is a psychiatric diagnosis describing the recurring use of alcoholic beverages despite negative consequences. Alcohol abuse is sometimes referred to by the less specific term alcoholism. However, many definitions of alcoholism exist, and only some are compatible with alcohol abuse. There are two types of alcoholics: those who have anti-social and pleasure-seeking tendencies, and those who are anxiety-ridden people who are able to go without drinking for long periods of time but are unable to control themselves once they start. Binge drinking is another form of alcohol abuse. According to research done through international surveys, the heaviest drinkers are the United Kingdom's adolescent generation.

Alcohol dependence

Alcohol dependence is a substance related disorder in which an individual is addicted to alcohol either physically or mentally, and continues to use alcohol despite significant areas of dysfunction, evidence of physical dependence, and/or related hardship.

Alcohol-related crimes

Results of the ISCD 2010 study ranking the levels of damage caused by drugs, in the opinion of drug-harm experts.

Driving under the influence

Main article: Driving under the influence

Driving under the influence (DUI) or driving while intoxicated (DWI), is the crime of driving a motor vehicle while impaired by alcohol or other drugs including those prescribed by physicians.

In the case of alcohol, a drunk driver's level of intoxication is typically determined by a measurement of blood alcohol content or BAC. A BAC measurement in excess of a specific threshold level, such as 0.05% or 0.08%, defines the criminal offense with no need to prove impairment. In some jurisdictions, there is an aggravated category of the offense at a higher BAC level, such as 0.12%. In most countries, anyone who is convicted of injuring or killing someone while under the influence of alcohol or other drugs can be heavily fined in addition to being given a lengthy prison sentence.

Drug facilitated sexual assault

Main article: Drug facilitated sexual assault

Drug-facilitated sexual assault (DFSA) is a sexual assault carried out after the victim has become incapacitated due to having consumed alcohol or other drugs.

Alcohol remains the most commonly used predator drug, being readily available as well as legal, and is said to be used in the majority of sexual assaults. Many assailants use alcohol because their victims often willingly imbibe it, and can be encouraged to drink enough to lose inhibitions or consciousness. Sex with an unconscious victim is considered rape in most if not all jurisdictions, and some assailants have committed "rapes of convenience" whereby they have assaulted a victim after he or she had become unconscious from drinking too much.

Methanol-adulterated alcohol

Main article: Methanol outbreaks

Outbreaks of methanol poisoning have occurred when methanol is used to adulterate moonshine (bootleg liquor).

Methanol has a high toxicity in humans. If as little as 10 mL of pure methanol is ingested, for example, it can break down into formic acid, which can cause permanent blindness by destruction of the optic nerve, and 30 mL is potentially fatal, although the median lethal dose is typically 100 mL (3.4 fl oz) (i.e. 1–2 mL/kg body weight of pure methanol). Reference dose for methanol is 0.5 mg/kg/day. Toxic effects take hours to start, and effective antidotes can often prevent permanent damage. Because of its similarities in both appearance and odor to ethanol (the alcohol in beverages), it is difficult to differentiate between the two.

Historical uses

Before the development of modern medicines, alcohol was used for a variety of medical purposes. It has been known to be used as a truth drug (as hinted at by the maxim "in vino veritas"), as medicine for depression and as an anesthetic.

Legal status

Main article: Alcohol laws See also: Legality of home brewing in different countries

Alcohol laws regulate the manufacture, sale, and consumption of alcoholic beverages. Such laws often seek to reduce the availability of these beverages for the purpose of reducing the health and social effects of their consumption.

In particular, such laws specify the legal drinking age which usually varies between 16 and 25 years, sometimes depending on the type of drink. Some countries do not have a legal drinking or purchasing age, but most set the age at 18 years. This can also take the form of distribution only in licensed stores or in monopoly stores. Often, this is combined with some form of taxation. In some jurisdictions alcoholic beverages have been totally prohibited for reasons of religion (e.g., Islamic countries with certain interpretations of sharia law) or perceived public morals and health (e.g., Prohibition in the United States from 1920 to 1933).

See also

Alternative psychoactive alcohol use

References

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  6. "2-Methyl-2-Butanol Reports". Erowid. Retrieved 1 July 2014.
  7. https://www.ncbi.nlm.nih.gov/pubmed/18295386
  8. ^ Pubchem Compound, https://pubchem.ncbi.nlm.nih.gov/
  9. ^ "ChemIDplus Advanced". Chem.sis.nlm.nih.gov. Retrieved 2013-02-05.
  10. "Propanol, 1- (EHC 102, 1990)". Inchem.org. 1989-04-14. Retrieved 2013-02-05.
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  15. "2-Methyl-1-Butanol". Grrexports.com. Retrieved 2013-02-05.
  16. "t-butyl alcohol". Toxnet.nlm.nih.gov. Retrieved 2013-02-05.
  17. "Methanol Poisoning". Cambridge University School of Clinical Medicine. Archived from the original on 2006-01-07. Retrieved 2007-09-04.
  18. Barceloux DG, Bond GR, Krenzelok EP, Cooper H, Vale JA (2002). "American Academy of Clinical Toxicology practice guidelines on the treatment of methanol poisoning". J. Toxicol. Clin. Toxicol. 40 (4): 415–46. doi:10.1081/CLT-120006745. PMID 12216995.{{cite journal}}: CS1 maint: multiple names: authors list (link)
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  20. http://blog.oup.com/2010/01/drugs-2/
  21. Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 17981452, please use {{cite journal}} with |pmid=17981452 instead.
  22. Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 17675648, please use {{cite journal}} with |pmid=17675648 instead.
  23. Time: DSM-5 Could Categorize 40% of College Students as Alcoholics, 14 May 2012 The article reports that the new DSM-5 criteria could increase the number of people diagnosed as alcoholics by 60%
  24. Szalavitz, Maia (2012-05-14). "DSM-5 Could Categorize 40% of College Students as Alcoholics | TIME.com". Healthland.time.com. Retrieved 2013-10-14.
  25. Sanderson, Megan (2012-05-22). "About 37 percent of college students could now be considered alcoholics | Emerald Media". Dailyemerald.com. Retrieved 2013-10-14.
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  27. Becker, Daniel E (Spring 2007). "Drug Therapy in Dental Practice: General Principles Part 2—Pharmacodynamic Considerations". Anesth Prog. 54 (1): 19–24. doi:10.2344/0003-3006(2007)54[19:DTIDPG]2.0.CO;2. ISSN 0003-3006. PMC 1821133. PMID 17352523.
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  30. Caan, Woody; Belleroche, Jackie de, eds. (11 April 2002). Drink, Drugs and Dependence: From Science to Clinical Practice (1st ed.). Routledge. pp. 19–20. ISBN 978-0-415-27891-1.
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  34. Alcohol Is Most Common 'Date Rape' Drug. Medicalnewstoday.com. Retrieved on June 1, 2011.
  35. al.], edited by Christopher P. Holstege ... [et. Criminal poisoning: clinical and forensic perspectives. Sudbury, Mass.: Jones and Bartlett Publishers. p. 232. ISBN 0763744638. {{cite book}}: |first= has generic name (help)
  36. Date Rape. Survive.org.uk (2000-03-20). Retrieved on June 1, 2011.
  37. "Application to Include Fomepizole on the WHO Model List of Essential Medicines" (pdf). November 2012. p. 10.
  38. ^ Vale A (2007). "Methanol". Medicine. 35 (12): 633–4. doi:10.1016/j.mpmed.2007.09.014. {{cite journal}}: Cite has empty unknown parameter: |month= (help)
  39. "Methanol Poisoning Overview". Antizol. Retrieved 4/10/11. {{cite web}}: Check date values in: |accessdate= (help) dead link
  40. Methanol (CASRN 67-56-1)
  41. "Minimum Age Limits Worldwide". International Center for Alcohol Policies. Retrieved 2009-09-20.

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    Melatonin
    Orexin
    α2δ VDCC
    Others
    Neurotoxins
    Animal toxins
    Bacterial
    Cyanotoxins
    Plant toxins
    Mycotoxins
    Pesticides
    Nerve agents
    Bicyclic phosphates
    Cholinergic neurotoxins
    Psychoactive drugs
    Other

    Template:Physical dependants

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