US 2015.0017732A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2015/0017732 A1 Wu et al. (43) Pub. Date: Jan. 15, 2015 (54) COLORIMETRIC METHOD TO DETECT Publication Classification ILLICT DRUGS (51) Int. Cl. (71) Applicants: Tsunghsueh Wu, Platteville, WI (US); GOIN33/94 (2006.01) Charles Cornett, Platteville, WI (US) GOIN 2L/78 (2006.01) (52) U.S. Cl. (72) Inventors: Tsunghsueh Wu, Platteville, WI (US); CPC .............. G0IN33/94 (2013.01); G0IN33/946 Charles Cornett, Platteville, WI (US) (2013.01); G0IN33/948 (2013.01); G0IN 33/9486 (2013.01); G0IN 21/78 (2013.01) (21) Appl. No.: 14/329,714 USPC .. 436/92: 436/96; 436/98; 422/430; 436/111; (22) Filed: Jul. 11, 2014 436/93 Related U.S. Application Data (57) ABSTRACT (60) Provisional application No. 61/937,356, filed on Feb. 7, 2014, provisional application No. 61/845,632, filed A colorimetric assay to detect certain compounds and a kit on Jul. 12, 2013. therefore are provided. Patent Application Publication Jan. 15, 2015 Sheet 3 of 67 US 2015/0017732 A1 FIG. 5 Patent Application Publication Jan. 15, 2015 Sheet 4 of 67 US 2015/0017732 A1 | Patent Application Publication Jan. 15, 2015 Sheet 6 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 7 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 8 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 9 of 67 US 2015/0017732 A1 Patent Application Publication US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 11 of 67 US 2015/0017732 A1 SOd Patent Application Publication Jan. 15, 2015 Sheet 13 of 67 US 2015/0017732 A1 Patent Application Publication US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 16 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 17 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 18 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 20 of 67 US 2015/0017732 A1 }} } } } } } } } } } } } } } } } } } } } } } } } } } } } } } }} } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } } 69 Patent Application Publication Jan. 15, 2015 Sheet 21 of 67 US 2015/0017732 A1 SOd uMoug SOd 8.au 8.au sod ?a?isod 8.au 0A. ?A. Patent Application Publication Jan. 15, 2015 Sheet 22 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 24 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 25 of 67 US 2015/0017732 A1 SOd SOd 83N SOd SOd Patent Application Publication Jan. 15, 2015 Sheet 26 of 67 US 2015/0017732 A1 98 Patent Application Publication Jan. 15, 2015 Sheet 28 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 29 of 67 US 2015/0017732 A1 & SŠ y S S Y= S S S S S S S S S ŠS S S S S & S & S S Patent Application Publication Jan. 15, 2015 Sheet 31 of 67 US 2015/0017732 A1 & 8& 8 & 8 & 8 8 8 S Patent Application Publication Jan. 15, 2015 Sheet 32 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 36 of 67 US 2015/0017732 A1 Patent Application Publication Jan. 15, 2015 Sheet 37 of 67 US 2015/0017732 A1 Drug ph 2 ph A. pH 7 Structure Photograph Control | Negative Negative Negative Negative Negative Negative - - - - - - - - - - - - - - - - - - - - - - - - - - - s - - - - - - A. l s Histidine N- OH & is Cas: 23B-230) Š White Powder 2 Negative Negative Negative & 8 s Arginine ---^& 3. 1. S Cas:36B-228O Š White Powder 3 Negative Positive Negative Thyrosine Weight H yetiaw: N CaS 6469 - Š White Powder A. Negative Negative Negative Dihydroxy pheny -o alarine s y-sa Cas: 59-92-7 Ho Y O White Powder 5 Negative Negative Negative Š Tryptophan Cas:4903 X---- FIG. 9A Patent Application Publication Jan. 15, 2015 Sheet 38 of 67 US 2015/0017732 A1 White Powder 6 Negative Negative Negative Threonine CAS:W853 White Powder 7 Negative Negative Negative Cysteine CAS7439 White Powder - - - - ----------------------8TT Negative Negative Negative --- Aspartic Acid ---, CAS. 4873 sy N is White Powder 9 Negative Negative Negative Phenylalanine &- CAS93 N- s White Powder 1. positive 1.-Methylindole N CAS: 63-76-9 A Brown Liquid Patent Application Publication Jan. 15, 2015 Sheet 39 of 67 US 2015/0017732 A1 C I-Methylindole-3- very sight 3. N :- carboxylic acid yellow s s White Powder Cis 13 Negative is g is s s &- WH2OO - -, -?i-. r X. CAS 13 &-- Clear liquid 1. Negative WHO38 CAS: 13369 Yellow liquid 15 Negative WHO.5 CAS: 4368-23 White powder 16 Rositive Endoire CAS:496-5- light Brown liquid 1. C3 Trethylamine C -- \ S-Chis CAS: 21-44-8 Yellow liquid FIG. 9C Patent Application Publication Jan. 15, 2015 Sheet 40 of 67 US 2015/0017732 A1 18 Negative positive Negative Tetramethyl-amminium hydroxide CAS:504952 White powder 19 Negative Negative 1,2-Dimethylindoi ty sight yellow: CAS: 875-79-6 Brown Powder O Negative positive Negative Thiourea very light yellow CAS 2938 White powder 2 Positive Basitive Methysergide Maleate Eight yellow CAS:32O. White powder s 22 Negative Negative Negative 2-Tichloromethyl-4-3h)- quinazolinone CAS; S558-95-2 White powder 23 Negative Negative Negative 6-methoxy-4-methyl Coimarin FIG. 9D Patent Application Publication Jan. 15, 2015 Sheet 41 of 67 US 2015/0017732 A1 CAS 5295-35-3 White powder 24 Negative Tetramethylaimonium chloride CASW635 White powder 25 Ouinine Sulfate CAS: 619-JO-6 White powder 26 Negative Negative Negative Shioacetamide Cloudy CAS:XO475-3 White powder 27 Negative 1(Phenylthio)methyl)- iH-benzotriazole CAS:1198-03-9 White powder 28 Negative Negative Negative Naphthalere CAS:58 White powder Not water Soube FIG. 9E Patent Application Publication Jan. 15, 2015 Sheet 42 of 67 US 2015/0017732 A1 29 Negative Negative 1H-Benzotrialoe CAS:95-14-7 White powder 3O so-Butylamine CAS: 2508 Yellow liquid 33 Dibenzylamine CAS: 103-9- Light yellow liquid 32 Negative Negative Negative Ampicillin CAS835.242 White powder 33 Negative Negative Negative warnto M-120 White powder 34 rekiössists . 3 cities.ch Trihexydiethylene triamine CAS; 258-15-6 FIG. 9F Patent Application Publication Jan. 15, 2015 Sheet 43 of 67 US 2015/0017732 A1 Light yellow liquid 35 Negative Negative Negative Caffeine CASS8-08-2 White powder & Bositive Dexto Methophan Hydrobromide CAS:125-69-9 White powder 37 PiSiiga his -*s-C Chlorpheniamine cr'Y- - - N- Maleate -is CAS; 903.25 a White powder 38 Negative Negative Negative Boric--. acidPrs - --8-{- CAS: White powder YYYYYYYY-MMYYYgrilNegative Negative T Negative Tir TT rst T g g HOS-r-OH Resorcino: % CAS: 3380 White powder FIG. 9G Patent Application Publication Jan. 15, 2015 Sheet 44 of 67 US 2015/0017732 A1 40 Negative -- Na" "OOH Baking Soda i CAS: White powder 4. Negative Advi White powder with ed Coating A2 Negative Negative Negative: Adult Strength Pain Reliever White powder 43 Negative Negative Negative ibuprofen White powder 44 Negative Tylenol Extra Strength White powder with blue and red Coating ---------------------------- Positive Benadry White powder A5 Negative Motrir White powder FIG. 9H Patent Application Publication Jan. 15, 2015 Sheet 45 of 67 US 2015/0017732 A1 47 Positive: 1-Methylindole-3- Siery light carboxaldehyde 3e3 CAS;902-03-4 White powder 48 3-(3-Hydroxypropyl)-1H indole CAS: 3569-2-9 thick yellow figuid A9 Negative Negative Negative C-: 8. O inositol AS: 87-898 C White powder -: SO positivisiósitive: Positive S rus ::::::::::::: r Biphenhydrainine Ye ?h, hydrochloride 1s. or -'ch, . He & CAS; 147-24-0 sa White powder S. Positive N-(2-Hydroxyethyl pyro CyY lidine N CAS: 2955-38-6 Yellow liquid N-OH Patent Application Publication Jan. 15, 2015 Sheet 46 of 67 US 2015/0017732 A1 52 5,7-Dimethylisatir Orage CAS3968-2A Red powder 53 Östie ridodecyjamine CAS102-37-4 Colorless liquid 54 isities Six isiis Procaine CAS: 59-45-1 White powder idocaine CAS;137-53-6 White powder 56 Negative Negative Negative Dimethyl Suifone 67-71 White powder 57 8-Methoxyiuloidine CAS:44-3-3 White powder FIG. 9 Patent Application Publication Jan. 15, 2015 Sheet 47 of 67 US 2015/0017732 A1 58 Negative Negative Negative O Benzoylnaphthalene I r s SS CAS:63468-83-7 Š-Y3 S- & Brown liquid S9 Negative POSitive Negative Acetamide CAS: White powder2 60 Negative Negative Negative Piperonal CAS:1032.432 White powder 6. Negative Negative Negative Capsaicin CAS.404-86-4 White powder 62 Fositive Xtra detergent Topsid bottorn, , , White powder yet. cictly: -- Negative Cascade Bottom contains White powder soid FIG. 9K Patent Application Publication Jan. 15, 2015 Sheet 48 of 67 US 2015/0017732 A1 64. : Risitive OX: Cear Siery tight yellow White powder 65 Ketanine Colorless liquid 66 Site Hero Colorless liquid |-|--|--6 R8sitive : : Cocaire Colorless liquid 68 Negative Tea extract Brown liquid TT Negative Negative Negative Carbamazepine 7. Rositive::::: Positivie Positive (t)-Metoprolo FIG. 9L. Patent Application Publication Jan. 15, 2015 Sheet 49 of 67 US 2015/0017732 A1 7. Negative Negative Negative 3-5-(triflouromethyl)-2- pyrid piperidine-4- carboxylic acid 72 Negative Negative Negative Sugar White powder 73 Sweetener sugar substitute White powder 74 Negative Negative Negative Non-dairy creamer Light orange White powder cloudy top layer 75 :::::::::::: YY ---, -i-. SD - & N Colorless liquid i.e. S f : Methamphetamine S r CH Colorless liquid FIG. 9M Patent Application Publication Jan. 15, 2015 Sheet 50 of 67 US 2015/0017732 A1 77 Positive MDMA Colorless liquid Burnelidocaine) White clearn 79 posit ive: ora anesthetic paste (benzocaine) yellow paste 8O Positive O Albeso (benzocaine) Red liquid Negative EAM.220 Colorless liquid FIG.