THE
`
`
`
`MERCK INDEX
`
`AN ENCYCLOPEDIA OF
`
`CHEMICALS, DRUGS, AND BIOLOGICALS
`
`ELEVENTH EDITION
`
`Susan Budavari, Editor
`Maryadele J. O’Nei1, Associate Editor
`Ann Smith, Assistant Editor
`Patricia E. Heckelman, Editorial Assistant
`
`Published by
`
`MERCK & CO., INC.
`
`RAHWAY. N.J.. U.S.A.
`
`1989
`
`000001
`
`Exhibit 1 017
`
`Exhibit 1017
`ARGENTUM
`
`ARGENTUM
`
`000001
`
`

`

`Copyright © 1989 by Merck & Co., Inc.
`_ Previous Editions
`Copyright ©1940, 1952, 1960, 1968, 1976, 1983
`by Merck & Co., Inc.
`copyright
`reserved under
`the
`international
`rights
`All
`conventions. Copyright under
`the Universal Copyright
`Convention.
`
`
`The Merck Index is published on a non-profit basis as a
`service to the scientific community.
`
`Merck & Co., Inc.
`Rahway, New Jersey, U.S.A.
`MERCK SHARP & DOHME
`West Point, Pa.
`
`MERCK SHARP & DOHME INTERNATIONAL
`Rahway, N.J.
`
`MERCK SHARP & DOHME RESEARCH LABORATORIES
`Rahway. N.J./West Point, Pa.
`MSD AGVET DIVISION
`Woodbridge, N.J.
`
`HUBBARD FARMS, INC.
`Walpole. N.H.
`
`MERCK CHEMICAL MANUFACTURING DIVISION
`Woodbridge N.J.
`
`MERCK PHARMACEUTICAL MANUFACTURING DIVISION
`Rahway, N.J.
`CALGON CORPORATION
`Water Management Division
`Pittsburgh, Pa.
`Calgon Vestal Laboratories
`St. Louis. Mo.
`KELCO DIVISON
`San Diego, Ca.
`
`
`lst Edition——l889
`2nd Edition———l896
`3rd Edition——l907
`4th Edition—1930
`5th Edition——1940
`6th Edition-1952
`7th' Edition——1960
`8th Edition——l968
`9th Edition-1976
`10th Edition——1983
`llth Edition——1989
`
`Library of Congress Catalog
`Card Number 89—6000l
`ISBN Number 911910-28-X
`
`Printed in the U.S.A
`First Printing—November 1989
`Second Printing——-February 1990
`Third Printing——September 1991
`
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`

`

`3480
`
`Edetate Calcium Disodium
`
`vulgaris Schradcr (watermelon), Cucumis melo L. (canta-
`loupe), and Cucumis sativus L., Cucurbitaceae (cucumber).
`Isoln from Cucurbita pepo: Vickery et al., Biochem. Prepn. 2,
`5 (1952). Extraction from hemp seed, prepn of crystalline
`form and x—ray data: J. Drenth, E. W. Wiebenga, Rec. Trav.
`Chim. 74, 813 (1955). The amino acid compositions of these
`globulins are slightly different from hemp seed globulin and
`from each other: Smith et al., J. Biol. Chem. 164, 159 (1946);
`Smith, Greene, ibid. 167, 833 (1947); 172, 111 (1948). Struc-
`ture studies: Hall.
`ibid. 185, 45 (1959); Cleemann, Kratky,
`Z. Naturforsch. 151), 526 (1960); Dlouha et al., Cell. Czech.
`Chem. Commun. 28, 2779 (1963); 29, 1835 (1964). Electron
`microscopy and optical diffraction: A. M. H. Schepman et
`aI., Biochim. Biophys. Acta 271, 279 (1972). Electron spin
`resonance studies:
`L. J. Dimmey, W. Gordy, Proc. Nat.
`Acad. Sci. USA 77, 343 (1980).
`Octahedral crystals. Completely sol to a clear soln in 10%
`salt soln. Sol in dil mineral acids. Forms a water-soluble
`hydrochloride.
`
`[[N,N’-1,2-Ethane-
`3480. Edetate Calcium Disodium.
`diylbis[N-(carboxymethyl)glycinato]](4— )-N,N’,0,0',0”,-
`O”']calciate( 2 — )disodium; [(ethylenedinitrilo)tetraacetato]—
`calciate(2—-) disodium; ethylenediaminetetraacetic acid cal-
`cium disodium chelate; calcium disodium (ethylenedinitrilo)-
`tetraacetate; calcium disodium ethylenediaminetetraacetate;
`EDTA calcium: edathamil calcium disodium; calcium diso-
`dium edetate; edetic acid calcium disodium salt; sodium cal-
`ciumedetate; Calcitetracemate Disodium: Calcium Disodium
`Versenate: Ledclair; Mosatil; Antallin; Sormetal; Versene
`CA.
`C101-I,2CaNzNa2O,,; mol wt 374.28. C 32.09%, H
`3.23%. Ca 10.71%, N 7.49%. Na 12.29%. 0 34.20%. Prepn:
`Astakhov, Kiseleva. Zh. Obshch. Khim. 20, 1780 (1950),
`C.A. 45, 2409 (1951).
`
`NaO0CCH2
`
`o
`
`cgzcooua
`\N/jN/
`\c./
`0/ \
`
`O
`
`Tetrahydrate, powder. Sol in water: at 30° a 0.1M soln
`can be prepd (pH ~7). Practically insol in organic solvents.
`Exchanges its calcium for lead or other heavy metal ions
`forming water -1401 complexes of the heavy metals.
`USE: Color retention agent in foods, flavoring agent.
`THERAI’ CAT: Chelating agent (metal).
`THERAP CAT (var): Chelating agent in lead poisoning.
`3481. Edetate Disodium. N,N'-1,2-Ethanediylbis[N-
`(carboxymethyl)glycine] disodium salt; (ethylenedinitrilo)—
`tctraacetic acid disodium salt; ethylenediaminetetraacetic
`acid disodium salt; ethylenebis(iminodiacetic acid) disodium
`salt; edetic acid disodium salt; edathamil disodium; disodi-
`um edathamil; EDTA disodium;
`tetracemate disodium;
`disodium ethylenediaminetetraacetate; disodium edetate;
`Cheladrate; Chelaplex III; Endrate disodium; Sequmtrene
`NA 2; Sodium Versenate; Titriplex III; Versene disodium
`salt. Cm]-1,,,NzNa2O,,; mol wt 336.21. C 35.72%, H 4.20%,
`N 8.33%. Na 13.68%, 0 38.07%. Prepn: Bersworth. U.S.
`pat. 2,407,645 (1946 to Martin Dennis); Bersworth, U.S.
`pat. 2,461,519 (1949). Toxicity: J. E. Wynn ct al., Toxicol
`Appl. Pharmacol. 16, 807 (1970). Review: Biermans, Hen-
`rard, Ind. Chim. 39, 6 (1952).
`
`Na00CCH2
`
`CH2COONa
`
`NCHZCHZN
`
`1-IOOCCHZ
`
`Cl-12C0011
`
`Dihydrate. crystals, mp 252° (dec). pH about 5.3. So] in
`water. Has characteristics of weak acid, displacing CO2
`from carbonates and reacting with metals to form hydrogen.
`LDSO orally in rats: 2 g/kg (Wynn).
`USE: Sequestering agent.
`Pharmaceutic aid (chelating
`agent).
`rmzmr CAT: Chelating agent (metal).
`
`THERAP CAT (VET): Anticoagulant.
`
`3482. Edetate Sodium. N,N’-1,2-Ethanediylbis[N-(car-
`boxymethybglycine] tetrasodium salt; (ethylenedinitrilo)tetra-
`acetic acid tetrasodium salt; ethylenediaminetetraacetic acid
`tetrasodium salt; sodium edetate; tetrasodium ethy1enediam-
`inetetraacetate; ethylenebis(iminodiacetic acid) tetrasodium
`salt; tetrasodium ethylenehis(iminodiacetate); EDTA tetra-
`sodium; edetic acid tetrasodium salt; tetracemate tetrasodi-
`um; tetrasodium edetate; tetracemin; Endrate Tetrasodium;
`Questex; Versene; Sequestrene; Tetrine; Kalex; Trilon B;
`Komplexon; Nullapon; Aquamollin; Complexone; Distol 8;
`Irgalon; Calsol; Syntes 12a; Tyclarosol; Nervanaid B. Cm-
`H,2N,Na4O,,; mol wt 380.20. C 31.59%. H 3.18%, N 7.37%,
`Na 24.19%, 0 33.67%.
`(NaOOCCH;)zNCH,CH2N(CH2.
`COONa),. Prepn: Bersworth, U.S. pat. 2,407,645 (1946 to
`Martin Dennis Co.); idem., U.S. pat. 2,461,519 (1949). For
`bibliography and applications see “Keys to Chelation” issued
`by Dow, Midland. Mich.
`6.9 lb/gallon.
`Powder, mp >300”. Apparent density:
`Very sol in water (about 103 g/100 ml). pH of 1% soln 11.3.
`Reacts with most divalent and trivalent metallic ions form-
`ing sol metal chelates. Less sol in alcohol than the potas-
`sium salt.
`one gram complexes 215 mg
`USE: Sequestering agent:
`CaCO3. Usually added to pharmaceuticals in the form of
`the calcium disodium salt to prevent calcium -depleting ac-
`tion in the body.
`THERAP CAT: Chelating agent.
`3483. Edetate Trisodium. N,N'-1,2-Ethanediylbis[N-
`(carboxymethybglycinej trisodium salt; (ethylenedinitril0)tet-
`raacetic acid trisodium salt; EDTA trisodium; ethylenedi-
`aminetetraacetic acid trisodium salt;
`trisodium ethy1enedi-
`aminetetraacetate; trisodium edetate; edetic acid trisodium
`salt; Limclair; Verscne-9; Sequestrene NA 3. C,0H,,N2Na,-
`0,; mol wt 358.20. C 33.53%. H 3.66%. N 7.82%, Na
`19.25%, 0 35.73%. Prepn: Bersworth, U.S. pat. 2,461,519
`(1949). Review: Biermans, Henrard, Ind. Chim. 39, 6
`(1952).
`
`Naooccflzg
`
`CHZCOONB
`
`NBOOCCH2
`
`NCH2CHgN\
`
`CHZCOOH
`
`Monohydrate, crystals from water, mp > 300°. More sol
`in water than the corresp disodium salt or free acid. pH of
`1% aq soln 9.3. One gram complexes at least 242 mg Ca-
`CO .
`Ti’-IERAP CAT: Chelating agent.
`3484. Edetic Acid. N,N'-1,2-Ethanediylbis[N-(carboxy-
`methyl)gl_\-cine]; (ethylenedinitrilo)tetraacetic acid; ethylene-
`diaminetetraacetic acid; edathamil; EDTA; Havidote; Ver-
`sene Acid. Cm}-I,,N2O,,; mol wt 292.24. C 41.10%. H 5.52%,
`N 9.59%, 0 43.80%.
`(HooccH,),NcH CH,N(CH,-
`COOI-1),. Prepn: Miinz, U.S. pat. 2,130,505 1938 to Gen-
`eral Aniline); Bersworth, U.S. pat. 2,407,645 (1946 to Mar-
`tin Dennis Co.); Bersworth. U.S. pat. 2,461,519 (1949);
`Smith et al., J. Org. Chem. 14, 355 (1949). Prepn of a- and
`13-form of crystals: Le Blane, Spell, J. Phys. Chem. 64, 949
`(1960)). Review: Biermans. Henrard. Ind. Chim. 39, 6
`(1952 .
`Crystals from water, dec 220°. Soly in water at 25": 0.50
`g/l, Palei, Udal’tsova, C.A. 56, 136200 (1962). The free acid
`is less stable than its salts, and tends to decarboxylate when
`heated to temps of 150°. Stable on storage and on boiling in
`aq soln.
`Cobalt salt, Kelocyanar.
`Dipotassium salt dihydrate, CwH,.KzNzO8.2H2O, edctate
`dipotassium, EDTA dipotassium.
`USE: As antioxidant in foods. Pharmaceutic aid (chelating
`agent).
`THERAP CAT (VET): Pharmaccutic aid (chelating agent) in
`lead and heavy metal poisoning of farm animals.
`3485. Edifenphos. Phosphorodithiaic acid 0-ethyl S,S-
`diphenyl ester; O-ethyl S,S-diphenyl phosphorodithioate;
`EDDP; ediphenphos; Bayer 78418; Hinosan. CHI-I,5O,PS2;
`mol wt 310.36. C 54.18%, H 4.87%, O 10.31%. P 9.98%. S
`
`Page 550
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`Consult the cross index before using this section.
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