Information about 2c B

Chemical structure of 2C-B


2C-B

Systematic (IUPAC) name
2-(4-bromo-2,5-dimethoxy-phenyl)ethanamine
Synonyms
2-(4-bromo-2,5-dimethoxyphenyl)-1-aminoethane
4-bromo-2,5-dimethoxy-phenethylamine
Identifiers
CAS number66142-81-2
PubChem        98527
Chemical data
FormulaC10H14NBrO2  
Mol. weight260.13
SMILESCOC1=CC(=C(C=C1CCN)OC)Br
Physical data
Melt. point237 - 239 °C (hydrochloride)
215 °C (hydrobromide)
208 - 209 °C (acetate)
Complete data


2C-B, or 4-bromo-2,5-dimethoxyphenethylamine (sometimes referred to as 4-Bromo-2,5-dimethoxybenzeneethanamine) is a psychedelic drug of the 2C family, an entactogen. It was first synthesized by Alexander Shulgin in 1974. In his book PIHKAL (Phenethylamines I Have Known and Loved), the dosage range is listed as 16–24 mg. 2C-B is sold as a white powder sometimes pressed in tablets or gel caps. The drug is usually taken orally, but sometimes is insufflated.

Origins and history

2C-B was synthesized from 2,5-dimethoxybenzaldehyde by Alexander Shulgin in 1974. It first saw use among the psychiatric community as an aid during therapy. It was considered one of the best drugs for this purpose because of its short duration, relative absence of side effects, and comparably mild nature. Shortly after becoming popular in the medical community, it became popular recreationally. 2C-B was first sold commercially as an aphrodisiac under the tradename "Eros" which was manufactured by the German phamaceutical company Drittewelle. Recently 2C-B has been distributed under the street name "Nexus". Other street names include "Venus", "Bees", and "bromo-mescaline" though this name is incorrect as it does not contain any mescaline.

Internationally, 2C-B is a Schedule II drug under the Convention on Psychotropic Substances[1]. In the United States, a notice of proposed rulemaking published on December 20, 1994 in the Federal Register (59 FR 65521) and after a review of relevant data, the Deputy Administrator of the Drug Enforcement Administration (DEA) proposed to place 4-bromo-2,5-DMPEA into Schedule I, making 2C-B illegal in the United States. This became permanent law July 2, 1995.

Toxicity and dosage

The September 1998 Journal of Analytical Toxicology reported that very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-B. The relationship between its use and disease and death are unknown.[2] At oral doses around 5–15 mg, 2C-B produces an entactogenic effect. But common recreational doses range from 15–40 mg, at which intense visual and auditory effects are experienced. The intensity of the effects increases with dosage[3]. While considered foolhardy, people have survived doses as high as 200mg without negative effects. However, doses that high often lead to blackouts and erratic behavior.

Effects

Enlarge picture
2C-B pill with heart logo.


Effects of 2C-B include[4].:
  • Users describe effects as a mix between LSD and MDMA, although unlike a combination of the two. 2C-B is reportedly less dissociative and controlling than LSD, and less directive and speedy than MDMA. The drug has a stimulant effect and positive mood shift, both of which are mild compared to LSD or MDMA.
  • Some users report aphrodisiac effects at lower doses (5-10mg).
  • At higher dosages (greater than 15mg) some users consider the hallucinations a "turn-off" or distracting.
  • The hallucinations have a tendency to decrease and then increase in intensity, giving the users a sense of "waves", and are popularly described as "clichéd 70's visuals".
  • Excessive giggling or smiling is common, as is a tendency for deeper "belly laughs".
  • Some users experience a decrease in visual acuity, paradoxically, others report sharper vision.
  • At low doses the experience may shift in intensity from engaging to mild/undetectable. Experienced users report the ability to take control of the effects and switch from engaged to sober at will.
  • Increased awareness of ones body; Attention may be brought to perceived 'imperfections' or internal body processes.
  • Possible side effects include: mild diarrhea, gas, and nausea. However, these effects are rare and the drug is generally easier on the body than MDMA (Ecstasy).
  • Many users report a lack of "comedown" or "crash," instead noting a gradual return to sobriety. However, there are reports of hangover effects, especially when combined with alcohol.
The following effects are highly dose-dependent.
  • Open Eye Visuals (OEVs), such as cartoon-like distortions and red or green halos around objects are common. Closed Eye Visuals (CEVs) are more common than OEVs.
  • Affects and alters ability to communicate, engage in deep thought, or maintain attention span.
  • Some users report experiencing frightening or fearful effects during the experience. Users describe feeling frigid or cold on reaching a plateau, while others feel wrapped in comfortable blankets/ultimate pleasure.
  • Coordination may be affected, some users lose balance or have perceptual distinction problems.
  • Effects last roughly 4-8 hours.

Dosage

Insufflated (Snorted) Dosage
ED5010 mg
Snorting 2C-B is an effective, but extremely painful way to consume the drug.
Oral Dosage
ED5010 mg
Moderate 10-18 mg
Strong 19-30 mg
Extremely Intense >30 mg
LD50 UNKNOWN (>200 mg)
Duration 1 - 3 h



References

1. ^ List of psychotropic substances under international control. Retrieved on 2007-03-30.
2. ^ Drug Enforcement Administration (May 2001). 2C-B (Nexus) Reappears on the Club Drug Scene. Press release. Retrieved on 2006-10-04.
3. ^ (May 2001). Erowid 2C-B Vault: Dosage. Press release. Retrieved on 2006-10-04.
4. ^ Erowid 2C-B Vault: Effects. Retrieved on 2007-03-30.

See also

External links

Categorization

IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. It is developed and kept up to date under the auspices of the International Union of Pure and Applied Chemistry (IUPAC).
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Synonyms (in ancient Greek, συν ("syn") = plus and όνομα ("onoma") = name
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CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. They are also referred to as CAS numbers, CAS RNs or CAS #s.
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A chemical formula is a concise way of expressing information about the atoms that constitute a particular chemical compound. A chemical formula is also a short way of showing how a chemical reaction occurs.
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4, 2
(mildly acidic oxide)
Electronegativity 2.55 (Pauling scale)
Ionization energies
(more) 1st: 1086.5 kJmol−1
2nd: 2352.6 kJmol−1
3rd: 4620.5 kJmol−1

Atomic radius 70 pm
Atomic radius (calc.
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1, −1
(amphoteric oxide)
Electronegativity 2.20 (Pauling scale) More

Atomic radius 25 pm
Atomic radius (calc.) 53 pm
Covalent radius 37 pm
Van der Waals radius 120 pm
Miscellaneous

Thermal conductivity (300 K) 180.
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3, 5, 4, 2
(strongly acidic oxide)
Electronegativity 3.04 (Pauling scale)
Ionization energies
(more) 1st: 1402.3 kJmol−1
2nd: 2856 kJmol−1
3rd: 4578.1 kJmol−1

Atomic radius 65 pm
Atomic radius (calc.
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Bromine (IPA: /ˈbroʊmiːn, ˈbroʊmaɪn, ˈbroʊmɪn/, Greek: βρῶμος, brómos, meaning "stench (of he-goats)"
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2, −1
(neutral oxide)
Electronegativity 3.44 (Pauling scale)
Ionization energies
(more) 1st: 1313.9 kJmol−1
2nd: 3388.3 kJmol−1
3rd: 5300.5 kJmol−1

Atomic radius 60 pm
Atomic radius (calc.
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molecular mass (abbreviated Mr) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12).
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Hydrobromic Acid is formed by dissolving the diatomic molecule hydrogen bromide in water. It has a pKa of −9, making it a stronger acid than hydrochloric acid, but not as strong as hydroiodic acid.
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An acetate, or ethanoate, is a salt or ester of acetic acid.

Acetate anion

The acetate anion, [C2H3O2], is a carboxylate and is the conjugate base of acetic acid.
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2C-B, or 4-bromo-2,5-dimethoxyphenethylamine (sometimes referred to as 4-Bromo-2,5-dimethoxybenzeneethanamine) is a psychedelic drug of the 2C family, an entactogen. It was first synthesized by Alexander Shulgin in 1974.
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hallucinogens can be divided into three broad categories: psychedelics, dissociatives, and deliriants. These classes of psychoactive drugs have in common that they can cause subjective changes in perception, thought, emotion and consciousness.
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The terms empathogen and entactogen are different terms used to describe a class of psychoactive drugs that produce distinctive emotional and social effects similar to MDMA ("ecstasy"). Other putative members of this class are MDA, MDEA, MBDB, BDB and AET.
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Alexander "Sasha" Shulgin (born June 17, 1925 in Berkeley, California) is an American pharmacologist, chemist and drug developer of Russian descent.

Shulgin is credited with the popularizing of MDMA in the late 1970s and early 1980s, especially for psychopharmaceutical use
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1971 1972 1973 - 1974 - 1975 1976 1977

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PiHKAL: A Chemical Love Story

Cover of PiHKAL, 1st ed.
Author Alexander and Ann Shulgin
Country United States
Subject(s) Pharmacology, Autobiography, Psychoactive drugs
Publisher Transform Press
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Insufflation (Latin insufflatio "blowing on or into") is the practice of inhaling substances into a body cavity. It has a narrowly defined set of medical uses, a somewhat vaguer set of religious uses (most notably within Christian liturgy), and an ill-defined set
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2,5-Dimethoxybenzaldehyde is an organic compound and a benzaldehyde derviative. One of its uses is the production of 2,5-dimethoxyphenethylamine also known as 2C-H. 2C-H is used to produce many other psychoactive drugs, such as 2C-B, 2C-I and 2C-C.
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