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This is a list of cocaine analogues. A cocaine analogue is an (usually) artificial construct of a novel chemical compound from (often the starting point of natural) cocaine's molecular structure, with the result product sufficiently similar to cocaine to display similarity in, but alteration to, its chemical function. Within the scope of analogous compounds created from the structure of cocaine, so named "cocaine analogues" retain 3β-benzoyloxy or similar functionality (the term specifically used usually distinguishes from phenyltropanes, but in the broad sense generally, as a category, includes them) on a tropane skeleton, as compared to other stimulants of the kind. Many of the semi-synthetic cocaine analogues proper which have been made & studied have consisted of among the nine followi

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  • This is a list of cocaine analogues. A cocaine analogue is an (usually) artificial construct of a novel chemical compound from (often the starting point of natural) cocaine's molecular structure, with the result product sufficiently similar to cocaine to display similarity in, but alteration to, its chemical function. Within the scope of analogous compounds created from the structure of cocaine, so named "cocaine analogues" retain 3β-benzoyloxy or similar functionality (the term specifically used usually distinguishes from phenyltropanes, but in the broad sense generally, as a category, includes them) on a tropane skeleton, as compared to other stimulants of the kind. Many of the semi-synthetic cocaine analogues proper which have been made & studied have consisted of among the nine following classes of compounds: * stereoisomers of cocaine * 3β-phenyl ring substituted analogues * 2β-substituted analogues * N-modified analogues of cocaine * 3β-carbamoyl analogues * 3β-alkyl-3-benzyl tropanes * 6/7-substituted cocaines * 6-alkyl-3-benzyl tropanes * piperidine homologues of cocaine However strict analogues of cocaine would also include such other potential combinations as phenacyltropanes & other carbon branched replacements not listed above. The term may also be loosely used to refer to drugs manufactured from cocaine or having their basis as a total synthesis of cocaine, but modified to alter their effect & QSAR. These include both intracellular sodium channel blocker anaesthetics and stimulant dopamine reuptake inhibitor ligands (such as certain, namely tropane-bridged-excised, piperidines). Additionally, researchers have supported combinatorial approaches for taking the most promising analogues currently elucidated and mixing them to the end of discovering novel & efficacious compounds to optimize their utilization for differing distinct specified purposes. (en)
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  • Amylocaine, or Stovaine , the first synthetically constructed local anesthetic. Compare structure to dimethylaminopivalophenone , an analgesic . Cocaine's classification as a narcotic under U.S. legal code, as has been stretched to be medicinally rationalized such when defining terms very broadly usually considered an exaggeration of traditional medicine naming convention, in this instance between the first synthetic sodium channel blocker and one of the very simplest opioids there remains a measure of apparent structural similarity between the former anesthetic and latter analgesic "narcotic"; despite the highly differing methods of action for the respective 'pain-killing' properties of either. (en)
  • above: Strobamine, a DARI functional cocaine analog with structural semblance. Compare the phenyltropane length tropane C2 & C3 functional group fusion variant. (en)
  • below: Chalcostrobamine (en)
  • Spirocyclic benzoyl branch modification that fits criteria as a cocaine analog and a phenyltropane both (en)
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  • The top image above is a 2-Dimensional emulation of the orientation for the animated 3D image to the far right, with a methoxy that is distal from the phenyl group and cis. While the alternate image below that to its bottom shown above is one with the carboxyl methyl group proximal to the phenyl, in its optimum conformation, with a likewise optimum trans configuration. (en)
  • Top: Cocaine in the chair conformation of the tropane-ring, with only its tropane locants given. (en)
  • Middle: Cocaine with its numerical substitution position locants. (en)
  • Bottom: Alternate two-dimensional molecular diagram of cocaine; shown specifically as a protonated, NH+, hydrochloride, and disregarding 3D stereochemistry (en)
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  • Amylocaine.svg (en)
  • Chalcostrobamine Structure.svg (en)
  • Cocaine positions numbered.PNG (en)
  • Cocaine positions tropane-ring only.png (en)
  • CocaineHCl.svg (en)
  • Spirocyclic cocaine analog.svg (en)
  • Spirocyclic_cocaine_analog_12.svg (en)
  • Strobamine.svg (en)
  • Troparil w ph distal cis OMe.png (en)
  • Troparil w ph proximal trans OMe.png (en)
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  • This is a list of cocaine analogues. A cocaine analogue is an (usually) artificial construct of a novel chemical compound from (often the starting point of natural) cocaine's molecular structure, with the result product sufficiently similar to cocaine to display similarity in, but alteration to, its chemical function. Within the scope of analogous compounds created from the structure of cocaine, so named "cocaine analogues" retain 3β-benzoyloxy or similar functionality (the term specifically used usually distinguishes from phenyltropanes, but in the broad sense generally, as a category, includes them) on a tropane skeleton, as compared to other stimulants of the kind. Many of the semi-synthetic cocaine analogues proper which have been made & studied have consisted of among the nine followi (en)
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  • List of cocaine analogues (en)
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