Psychedelic Research Chemicals or RC Chems are new synthetic substances which are structurally similar to the original drug, while being functional analogs. Data on their effects limited due as they’re fairly new and do not have a lot of human consumption history.

Psychedelics are substances (natural or laboratory made) which cause profound changes in a one’s perceptions of reality. While under the influence of hallucinogens, users might hallcuniate visually and auditorily.

This is a commonly used substance with well known effects, but that does not guarantee the substance will be safe. The safety profile has been established based on usage data commonly reported by others.

Disclaimer: Psychedelic drugs offer some of the most powerful and intense psychological experiences. Additionally these substances are illegal in many places. We understand that even though these substances are illegal, their use occurs frequently. We do not condone breaking of the law. By providing accurate information about these substances, we encourage the user to make responsible decisions and practice harm reduction.

Read the full disclaimer here.

Description

DOC Also known as:

  • 1-(4-Chlor-2,5-dimethoxyphenyl)-2-propanamin[German][ACD/IUPAC Name]
  • 1-(4-Chloro-2,5-dimethoxyphenyl)-2-propanamine[ACD/IUPAC Name]
  • 1-(4-Chloro-2,5-diméthoxyphényl)-2-propanamine[French][ACD/IUPAC Name]
  • 1-(4-chloro-2,5-dimethoxyphenyl)propan-2-amine
  • 2,5-dimethoxy-4-chloroamphetamine
  • 4-chloro-2,5-dimethoxyamphetamine
  • Benzeneethanamine, 4-chloro-2,5-dimethoxy-α-methyl-[ACD/Index Name]
  • DOC
  • 1- (4-chloro-2,5-dimethoxyphenyl) propan-2-amine[ACD/IUPAC Name]
  • '123431-31-2
  • 2-(4-Chloro-2,5-dimethoxy-phenyl)-1-methyl-ethylamine
  • 4-Chloro-2,5-Dimethoxyamphetamine (''DOC'') - from SFL5
  • amphetamine, 4-chloro-2,5-dimethoxy-
  • http://en.atomaxchem.com/123431-31-2.html
  • MFCD12964184[MDL number]

A potent stimulating psychedelic with a long action, a phenethylamine and substituted amphetamine. Sometimes sold as LSD but also enjoyed on its own merits by many. Usually sold on blotters slightly larger than those LSD is found on, but can also be bought in powder form.

Summary

It is a member of the DOx family of psychedelic amphetamines, which are known for their long duration and mixture of psychedelic and stimulant effects. DOC was first synthesized by a team at the University of Alberta in 1972. However, its usage in humans was not popularized until the 1991 publication PiHKAL ("Phenethylamines I Have Known And Loved") by Alexander Shulgin.

Preceding this, a 1989 forensic analysis of designer amphetamine samples identified DOC in Canadian drug seizures. DOC is known as a highly dose-sensitive psychedelic that is often sold in powder form or on blotting paper and known for its long duration (over 12-24 hours), strong visual effects, a unique form of stimulation, and a significant body load. Along with its sensitive dose-response and unusually long duration, many reports also suggest that this substance may be overly difficult to use safely for those who are not already very experienced with hallucinogens.

Therefore it is highly advised to approach this unusually dose-sensitive, and long-lasting psychedelic substance with the proper amount of precaution and harm reduction practices if choosing to use it.

History

DOC was first synthesized by 1972 by Ronald Coutts and Jerry Malicky at the University of Alberta. While human usage was popularized by the 1991 publication of its synthesis and pharmacology in PiHKAL ("Phenethylamines I Have Known And Loved") by Alexander Shulgin, a 1989 forensic analysis of designer amphetamine samples identified DOC in Canadian drug seizures.

Chemistry

Amphetamines are substituted phenethylamines containing a phenyl ring bound to an amino (NH2) group through an ethyl chain and a methyl group bound to the alpha carbon Rα.

DOC contains methoxy functional groups OCH3 attached to carbons R2 and R5 and a chlorine atom attached to carbon R4 of the phenyl ring.

DOC is the amphetamine analogue of the phenethylamine 2C-C.

Common Name4-chloro-2,5-dimethoxyamphetamine
Systematic name4-chloro-2,5-dimethoxyamphetamine
FormulaC_{11}H_{16}ClNO_{2}
SMILESCC(Cc1cc(c(cc1OC)Cl)OC)N
Std. InChiInChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1
Std. InChiKeyZESRJSPZRDMNHY-YFWFAHHUSA-N
Avg. Mass229.7032 Da
Molecular Weight229.7032
Monoisotopic Mass229.08696 Da
Nominal Mass229
ChemSpider ID472008

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Dose Chart

Oral
Light1-1.5mg
Common1.5-2mg
Strong2-4mg
Heavy4mg+

Duration Chart

DOC Duration Data
Onset30-150 minutes
Duration10-20 hours
After-effects6-12 hours

Interactions

Caution

  1. Mescaline
  2. NBOMes
  3. 2C-x
  4. 2C-T-x
  5. 5-MeO-xxT
    • The 5-MeO class of tryptamines can be unpredictable in their interactions, particularly increasing the risk of unpleasant physical side effects.
  6. Cannabis
    • Cannabis has an unexpectedly strong and somewhat unpredictable synergy with psychedelics.
  7. MXE
    • As an NMDA antagonist MXE potentiates DOx which can be unpleasantly intense
  8. MDMA
    • The combined stimulating effects of the two can be uncomfortable. Coming down on the MDMA while the DOx is still active can be quite anxiogenic.
  9. Caffeine
    • High doses of caffeine may cause anxiety which is less manageable when tripping, and since both are stimulating it may cause some physical discomfort.
  10. MAOIs
    • MAO-B inhibitors can increase the potency and duration of phenethylamines unpredictably

Dangerous

  1. DXM
    • The DOx class as psychedelic stimulants have the potential to mask the effects of DXM and could lead to redosing to an unsafe level. DXM can also potentiate DOx resulting in an unpleasantly intense experience.
  2. PCP
    • Details of this combination are not well understood but PCP generally interacts in an unpredictable manner.
  3. Amphetamines
    • The combined stimulating effects of the two can lead to an uncomfortable body-load, while the focusing effects of amphetamine can easily lead to thought loops. Coming down from amphetamines while the DOx is still active can be quite anxiogenic.
  4. Cocaine
    • The combined stimulating effects of the two can lead to an uncomfortable body-load, while the focusing effects of cocaine can easily lead to thought loops. Coming down from cocaine while the DOx is still active can be quite anxiogenic
  5. Tramadol
    • Tramadol is well known to lower seizure threshold and psychedelics also cause occasional seizures.

Low Synergy

  1. Alcohol
    • Drinking on stimulants is risky because the sedative effects of the alcohol are reduced, and these are what the body uses to gauge drunkenness. This typically leads to excessive drinking with greatly reduced inhibitions, high risk of liver damage and increased dehydration. They will also allow you to drink past a point where you might normally pass out, increasing the risk.
  2. GHB/GBL
  3. Benzodiazepines
  4. SSRIs

No Synergy

  1. Opioids
    • No unexpected interactions.

High Synergy

  1. Mushrooms
  2. LSD
  3. DMT
  4. Ketamine
    • Ketamine and psychedelics tend to potentiate each other - go slowly.
  5. N2O

Legal Status

  • Austria: DOC is illegal to possess, produce and sell under the NPSG (Neue-Psychoaktive-Substanzen-Gesetz Österreich).
  • Brazil: Possession, production and sale is illegal as it is listed on Portaria SVS/MS nº 344.
  • Canada: DOC is Schedule I in Canada, making it illegal to sell, buy, or possess, without a valid legal exemption.
  • China: As of October 2015 DOC is a controlled substance in China.
  • Denmark: DOC is a Schedule I drug in Denmark.
  • Finland: DOC is illegal to possess, produce and sell in Finland.
  • Germany: DOC is controlled under Anlage I BtMG (Narcotics Act, Schedule I) as of February 1, 1997. It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.
  • Israel: The possession, production and sale is illegal.
  • Latvia: DOC is a Schedule I controlled substance.
  • New Zealand: DOC is a Class C drug in New Zealand.
  • United Kingdom: DOC is considered a Class A drug as a result of the amphetamine analogue clause of the Misuse of Drugs Act 1971.
  • United States: DOC is technically not scheduled in the United States, but could be considered an analogue of DOM or DOB and may therefore be considered a Schedule I drug under the Federal Analogue Act.

    • Sources

    References

    1. Coutts, Ronald T; Malicky, Jerry L. (1973). "The Synthesis of Some Analogs of the Hallucinogen 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane (DOM)". Canadian Journal of Chemistry, 1973, 51(9): 1402-1409, 10.1139/v73-210 | http://www.nrcresearchpress.com/doi/abs/10.1139/v73-210
    2. http://www.erowid.org/library/books_online/pihkal/pihkal.shtml
    3. Brian A. Dawson & George A. Neville (1989) "Identification of Two New 'Designer' Amphetamines by NMR Techniques", Canadian Society of Forensic Science Journal, 22:2, 195-202, https://doi.org/10.1080/00085030.198
    4. Coutts, Ronald T; Malicky, Jerry L. (1973). "The Synthesis of Some Analogs of the Hallucinogen 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane (DOM)". Canadian Journal of Chemistry, 1973, 51(9): 1402-1409, 10.1139/v73-210 | http://www.nrcresearchpress.com/doi/abs/10.1139/v73-210
    5. Brian A. Dawson & George A. Neville (1989) "Identification of Two New 'Designer' Amphetamines by NMR Techniques", Canadian Society of Forensic Science Journal, 22:2, 195-202, DOI: 10.1080/00085030.198 | http://www.tandfonline.com/doi/abs/10.1080/00085030.1989.10757433
    6. http://isomerdesign.com/PiHKAL/read.php?domain=pk&id=64
    7. https://www.ncbi.nlm.nih.gov/pubmed/25217551/
    8. https://www.ncbi.nlm.nih.gov/pubmed/25553227/
    9. Talaie, H., Panahandeh, R., Fayaznouri, M. R., Asadi, Z., & Abdollahi, M. (2009). Dose-independent occurrence of seizure with tramadol. Journal of medical toxicology, 5(2), 63-67. doi:10.1007/BF03161089
    10. http://portal.anvisa.gov.br/documents/10181/3115436/(1)RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7
    11. Controlled Drugs and Substances Act (S.C. 1996, c. 19) | http://laws-lois.justice.gc.ca/eng/acts/C-38.8/page-12.html
    12. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015.
    13. "Neunte Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften" (in German). Bundesanzeiger Verlag. Retrieved December 10, 2019.
    14. "Anlage I BtMG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    15. "§ 29 BtMG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    16. Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem (2,5-Dimetoksifeniletānamīni) | http://likumi.lv/doc.php?id=121086
    17. Misuse of Drugs Act 1971 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I

    Resources

    1. 1717 CheMall DR001559
    2. ACToR: Aggregated Computational Toxicology Resource 64-85-7
    3. AK Scientific N730
    4. AKos AKOS005111365
    5. Alfa Chemistry 64-85-7
    6. American Custom Chemicals Corp SHG0000224
    7. Aronis c07897
    8. Aurora Fine Chemicals K04.013.154
    9. BGS International BG01619481
    10. BIND (no longer updated) 1585
    11. BindingDB 8582
    12. BioCyc 11-DEOXYCORTICOSTERONE
    13. Biological Magnetic Resonance Data Bank bmse000535
    14. Biosynth W-104814
    15. Biosynth Carbosynth FD21043
    16. BOC Sciences 64-85-7
    17. Boerchem BC226378
    18. Cayman Chemical 22916
    19. Cayman Chemical 22916.0
    20. ChEBI
    21. ChEBI CHEBI:16973
    22. ChemBank Prestwick0_000957
    23. ChemBank Prestwick1_000957
    24. ChemBank SPBio_003103
    25. ChEMBL CHEMBL1498
    26. ChemIDplus 000064857
    27. ChemPedia 5-8610-1689-3271
    28. ChemScene 64-85-7
    29. Collaborative Drug Discovery 192
    30. DiscoveryGate 6166
    31. DSigDB d3_574
    32. DSigDB d3_575
    33. DSigDB d4ctd_5776
    34. eMolecules 510143
    35. eNovation Chemicals K61307
    36. EPA DSSTox DTXCID8025254
    37. FDA UNII - NLM 40GP35YQ49
    38. FDA UNII - NLM UNII: 40GP35YQ49
    39. Finetech Industry FT-0603104
    40. FooDB FDB006404
    41. FooDB FDB021873
    42. Glentham Life Sciences GL4964
    43. Golm Metabolome Database BD5D7BC9-0CD8-404E-9BA0-F670962012F8
    44. Guide to PHARMACOLOGY 2871
    45. Human Metabolome Database HMDB00016
    46. Infotherm 27761
    47. Jean-Claude Bradley Open Melting Point Dataset 17231
    48. Jean-Claude Bradley Open Melting Point Dataset 28011
    49. Jean-Claude Bradley Open Melting Point Dataset 28012
    50. Jean-Claude Bradley Open Melting Point Dataset 28013
    51. KEGG C03205
    52. KEGG D07792
    53. LabNetwork LN01268026
    54. Laboratory Chemical Safety Summary 6166
    55. LeadScope LS-59472
    56. LGC Standards DRE-C14241050
    57. MassBank JP005729
    58. MassBank JP009696
    59. Mcule MCULE-4728366427
    60. Mcule MCULE-4839802180
    61. MMDB 107155
    62. MMDB 33237
    63. MMDB 33237.3
    64. MMDB 34430
    65. MMDB 34430.3
    66. MMDB 40219
    67. MMDB 59380
    68. MMDB 91464
    69. MP Biomedicals 203891
    70. MuseChem R053089
    71. PDB 1CA
    72. PIChemicals PI-19807
    73. PlantCyc 11-DEOXYCORTICOSTERONE
    74. PubChem 6166
    75. PubMed 11129951
    76. PubMed 1195280
    77. PubMed 12127495
    78. PubMed 12798173
    79. PubMed 14519458
    80. PubMed 16223868
    81. PubMed 17151189
    82. PubMed 17252366
    83. PubMed 1981529
    84. PubMed 1997119
    85. PubMed 3217959
    86. PubMed 3217960
    87. PubMed 5822948
    88. PubMed 6313164
    89. PubMed 6482428
    90. PubMed 6708539
    91. PubMed 6851944
    92. PubMed 702293
    93. PubMed 9237422
    94. Rosewachem RW0167645
    95. Rostar Global RS-2434603
    96. RSC Learn Chemistry Wiki 11-Deoxycorticosterone
    97. Sabio-RK 26473
    98. Sabio-RK 6485
    99. Santa Cruz Biotechnology sc-231274
    100. Sigma-Aldrich D6875
    101. Sigma-Aldrich SIGMA-D6875
    102. SMPDB Small Molecule Pathway Database HMDB00016
    103. SMPDB Small Molecule Pathway Database PW_C000010
    104. Springer Nature Steroidogenesis in Patients with Various Adrenal Cortex Diseases as Studied by Reversed-Phase High-Performance Liquid Chromatography
    105. The Merck Index Online cs000000006846
    106. Thieme Chemistry SD-026-00847
    107. Thomson Pharma 00020611
    108. Thomson Pharma 00062628
    109. Toxin, Toxin-Target Database T3D4245
    110. VulcanChem VC248937
    111. Wikidata Q948846
    112. Wikipedia 11-Deoxycorticosterone
    113. Yuhao Chemical RT19577
    114. ZINC ZINC03833823

    Information made possible with:

    1. PsychonautWiki is a community-driven online encyclopedia that aims to document the field of psychonautics in a comprehensive, scientifically-grounded manner.
    2. Erowid is a non-profit educational & harm-reduction resource with 60 thousand pages of online information about psychoactive drugs
    3. PubChem National Center for Bio Informatics
    4. Chemspider is a free chemical structure database providing fast access to over 34 million structures, properties and associated information.
    5. Wikipedia

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