Author Topic: Histussin HC/Hydrocodone Extraction  (Read 953 times)

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  • Guest
Histussin HC/Hydrocodone Extraction
« on: September 12, 2003, 08:13:00 PM »
Hi all! I'm just a newbee here so please bee patient. I'am actually a bonerfied chemist, but mostly inorganic stuff not much organic synth work. Due to illness I went to the local  witchdoctor the other day and he gave me some Histussin HC cough suryp. It contains per 5mls:Chlorpheniramine 2mg,Phenylephrine 5mg and Hydrocodone 2.5mg. Problem is I can't take the stuff. The Chlorpheniramine puts me to sleep for 12 hrs. However I have 50 or 60mg of hydrocodone in the bottle I would love to get at. Does anybody know of a method for geting it out? I'm thinking solvent extraction or precipitation reaction of some type. Any help would be appreciated.


  • Guest
For DXM, always see
« Reply #1 on: September 12, 2003, 08:21:00 PM »
Check with

- an entire site devoted to DXM.


  • Guest
worth the time?
« Reply #2 on: September 13, 2003, 07:46:00 PM »
50 milligrams? Hardly seems worth the time it'd take to extract...

But here are the properties of the compounds you listed...

  4826.    Hydrocodone. 
  4,5-Epoxy-3-methoxy-17-methylmorphinan-6-one; dihydrocodeinone; Bekadid; Dicodid (Knoll).  C18H21NO3; mol wt 299.37.  C 72.22%, H 7.07%, N 4.68%, O
  16.03%.    Prepn by hydrogenation of codeinone:  Mannich, Lowenheim, Arch. Pharm. 258, 295 (1920); by oxidation of dihydrocodeine, Ger. pat. 415,097 (1925 to E.
  Merck), Frdl. 15, 1518 (1925-1927); by catalytic rearrangement of codeine:  Ger. pat. 623,821.  Industrial prepn from dihydrocodeine:  K. Pfister, M. Tishler, U.S.
  pat. 2,715,626 (1955 to Merck Co.).  Pharmacology and toxicity data:  N. B. Eddy, J. G. Reid, J. Pharmacol. Exp. Ther. 52, 468 (1934).  Brief description:  A.
  Stein, Pharmazie 10, 180 (1955).  Review:  Small, Lutz, "Chemistry of the Opium Alkaloids," Suppl. No. 103, Public Health Reports, Washington (1932).
          Prisms from alcohol, mp 198 deg.  Sol in alcohol, dil acids.  Insol in water.  uv max:  280 nm (.epsilon. 1310).  LD50 s.c. in mice:  85.7 mg/kg (Eddy, Reid).
          Caution:  May be habit forming.  This is a controlled substance (opiate) listed in the U.S. Code of Federal Regulations, Title 21 Parts 329.1 and 1308.12 (1995).

          Hydrochloride monohydrate, C18H21NO3.HCl.H2O, crystals, mp 185-186 deg dec.  [.alpha.]D27 -130 deg (c = 2.877).  Very sol in water.

          Bitartrate hemipentahydrate, C18H21NO3.C4H6O6.2 1/2 H2O, Calmodid, Codinovo, Duodin, Kolikodal, Orthoxycol, Mercodinone, Synkonin, Norgan, Hydrokon. 
  Needles, mp 118-128 deg.  One gram dissolves in 16 ml water, in 150 g 95% ethanol.  Almost insol in ether, chloroform.  pH of a 2% aq soln about 3.6.

          Hydriodide, C18H21NO3.HI, mp 219-220 deg.

          Methiodide, C18H21NO3.CH3I, mp 250-255 deg.

          THERAP CAT:  Analgesic (narcotic); antitussive. 

  2232.    Chlorpheniramine.
  .gamma.-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine; 2-[p-chloro-.alpha.-(2-dimethylaminoethyl)benzyl]pyridine; 1-(p-chlorophenyl)-1-(2-pyridyl)-3-
  dimethylaminopropane; 1-(p-chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamine; 3-(p-chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine; .gamma.-(4-chlorophenyl)-.gamma.-
  (2-pyridyl)propyldimethylamine; chlorprophenpyridamine; chlorphenamine; Haynon (R. P. Drugs).  C16H19ClN2; mol wt 274.79.  C 69.93%, H 6.97%, Cl 2.90%, N
  10.19%.    Synthesis:  Sperber et al., U.S. pats. 2,567,245, 2,676,964 (1951, 1954, both to Schering).  Prepn of d-form:  L. A. Walter, U.S. pat. 3,061,517 (1962 to
  Schering).  Solutions:  Foley, Ilavsky, U.S. pat. 2,766,174 (1956 to Schering).  Pharmacology:  F. E. Roth, W. M. Govier, J. Pharmacol. Exp. Ther. 124, 347 (1958). 
  Toxicity data:  R. B. Smith et al., Toxicol. Appl. Pharmacol. 28, 240 (1974).  Comprehensive description:  C. G. Eckhart, T. McCorkle, Anal. Profiles Drug Subs. 7,
  43-80 (1978).
          Oily liquid, bp1.0 142 deg.

          Maleate, C16H19ClN2.C4H4O4, Allergisan (Pharmacia), Antagonate (Miles), Chlor-Trimeton (Schering), Chlor-Tripolon (Schering), Cloropiril, C-Meton (SS
  Pharm), Histadur (Cooper), Histaspan (USV), Lorphen (Geneva), Piriton (Allen Hanburys), Pyridamal-100 (Bel-Mar), Teldrin (SK F).  Crystals, mp 130-
  135 deg.  uv max (water):  261 nm (.epsilon. 5760).  Soly in mg/ml at 25 deg:  ethanol 330; chloroform 240; water 160; methanol 130.  Slightly sol in benzene, ether.  pH of a 2% aq
  soln about 5.  LD50 orally in mice:  162 mg/kg (Smith).

          d-Form, dexchlorpheniramine, d-chlorpheniramine.Oily liquid.  [.alpha.]D25 +49.8 deg (c = 1 in DMF).

          d-Form maleate, Fortamine, Isomerine, Phenamin (Nycomed), Phendextro, Polamin (Schering), Polaramine (Schering), Polaronil (Schering), Sensidyn
  (Leiras). Crystals from ethyl acetate, mp 113-115 deg.  [.alpha.]D25 +44.3 deg (c = 1 in dimethylformamide).  pH of 1% soln 4-5.

          THERAP CAT:  Antihistaminic.
          THERAP CAT (VET):  Antihistaminic. 

  7440.    Phenylephrine Hydrochloride. 
  (R)-3-Hydroxy-.alpha.-[(methylamino)methyl]benzenemethanol hydrochloride; 1-m-hydroxy-.alpha.-[(methylamino)methyl]benzyl alcohol hydrochloride; l-1-(m-
  hydroxyphenyl)-2-methylaminoethanol hydrochloride; l-.alpha.-hydroxy-.beta.-methylamino-3-hydroxy-1-ethylbenzene hydrochloride; m-methylaminoethanolphenol
  hydrochloride; metaoxedrin; Adrianol (Boehringer, Ing.); Ak-Dilate (Akorn); Ak-Nefrin (Akorn); Isophrin (3M Pharma); m-Sympatol; Mezaton; Neophryn (Winthrop);
  Neo-Synephrine (Sanofi-Winthrop); Pyracort D (Lemmon); Prefrin (Allergan); Mydfrin (Alcon).  C9H14ClNO2; mol wt 203.67.  C 53.08%, H 6.93%, Cl 17.41%, N
  6.88%, O 15.71%.    .alpha.-Adrenergic agonist.  Prepn from and methylamine:  U.S. pats. 1,932,347; 1,954,389 (1934).  Synthesis
  from m-benzyloxybenzaldehyde:  Bergmann, Sulzbacher, J. Org. Chem. 16, 84 (1951).  Toxicity data:  M. R. Warren, H. W. Werner, J. Pharmacol. Exp. Ther. 86, 284
  (1946).  Comprehensive description:  C. A. Gaglia, Anal. Profiles Drug Subs. 3, 483-512 (1974).
          Bitter crystals, mp 140-145 deg.  (free base mp 169-172 deg:  U.S.P. XVI).  [.alpha.]D25 -46.2 deg to -47.2 deg.  Freely sol in water or alcohol.  The aq soln is neutral to litmus
  paper.  LD50 in rats (mg/kg):  17 +/-1.1 i.p.; 33 +/-2.0 s.c. (Warren, Werner).

          THERAP CAT:  Mydriatic; decongestant.


  • Guest
« Reply #3 on: September 15, 2003, 01:32:00 AM »
your chances of doing a worthwhile extraction for such a small quantity of hydrocodone are practically nil.

if you really want to use that hydrocodone and you're sensitive to anti-histamines, you could try and kill your sensititivity before you take it. for three or four nights before when you want to take the HC, take an adult dose of dyphenhydramine (benadryl?) or another drowsy anti-histamine. after that, unless you're unusually sensitive you should have almost complete tolerance to the hypnotic effects of the histussin.

if that doesn't do it, see if you can overcome the hypnotic effects of chlorpheniramine (which is one of the most powerful anti-histamines on the market AFAIK) by taking it before bed each night in another OTC preparation. other than that, give it to someone who'll enjoy it more than you can!  :)


  • Guest
« Reply #4 on: September 15, 2003, 08:09:00 PM »
Thanks  for  the  replies.  It  doesn't  look  like  there  is  a  good  way  of  doing  the  extraction  anyway.  Thanks  again!