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    Chemistry

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    Also known as: Gadopentetic acid dimeglumine salt, 2-[bis[2-[carboxylatomethyl(carboxymethyl)amino]ethyl]amino]acetate;gadolinium(3+);(2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentol, Gadopentetic acid dimeglumine, Chebi:31797, Sh l 451a, Sh-l-451a
    Molecular Formula
    C28H54GdN5O20
    Molecular Weight
    938.0  g/mol
    InChI Key
    LGMLJQFQKXPRGA-VPVMAENOSA-K
    Gadolinium Dtpa
    A complex of gadolinium with a chelating agent, diethylenetriamine penta-acetic acid (DTPA see PENTETIC ACID), that is given to enhance the image in cranial and spinal MRIs. (From Martindale, The Extra Pharmacopoeia, 30th ed, p706)
    1 2D Structure

    Gadolinium Dtpa

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[bis[2-[carboxylatomethyl(carboxymethyl)amino]ethyl]amino]acetate;gadolinium(3+);(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
    2.1.2 InChI
    InChI=1S/C14H23N3O10.2C7H17NO5.Gd/c18-10(19)5-15(1-3-16(6-11(20)21)7-12(22)23)2-4-17(8-13(24)25)9-14(26)27;2*1-8-2-4(10)6(12)7(13)5(11)3-9;/h1-9H2,(H,18,19)(H,20,21)(H,22,23)(H,24,25)(H,26,27);2*4-13H,2-3H2,1H3;/q;;;+3/p-3/t;2*4-,5+,6+,7+;/m.00./s1
    2.1.3 InChI Key
    LGMLJQFQKXPRGA-VPVMAENOSA-K
    2.1.4 Canonical SMILES
    CNCC(C(C(C(CO)O)O)O)O.CNCC(C(C(C(CO)O)O)O)O.C(CN(CC(=O)O)CC(=O)[O-])N(CCN(CC(=O)O)CC(=O)[O-])CC(=O)[O-].[Gd+3]
    2.1.5 Isomeric SMILES
    CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.C(CN(CC(=O)O)CC(=O)[O-])N(CCN(CC(=O)O)CC(=O)[O-])CC(=O)[O-].[Gd+3]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Diethylenetriaminepenta-acetic Acid, Gadolinium

    2. Dimeglumine, Gadolinium Dtpa

    3. Dimeglumine, Gadopentetate

    4. Dtpa, Gadolinium

    5. Gadolinium Diethylenetriaminepenta Acetic Acid

    6. Gadolinium Diethylenetriaminepenta-acetic Acid

    7. Gadolinium Dtpa

    8. Gadolinium Dtpa Dimeglumine

    9. Gadolinium Dtpa Dimeglumine Salt

    10. Gadolinium Dtpa Disodium Salt

    11. Gadopentetate Dimeglumine

    12. Gadopentetic Acid

    13. Gd Dtpa

    14. Gd-dtpa

    15. Magnevist Enteral

    16. Magnograf

    17. Magnograf Enteral

    2.2.2 Depositor-Supplied Synonyms

    1. Gadopentetic Acid Dimeglumine Salt

    2. 2-[bis[2-[carboxylatomethyl(carboxymethyl)amino]ethyl]amino]acetate;gadolinium(3+);(2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentol

    3. Gadopentetic Acid Dimeglumine

    4. Chebi:31797

    5. Sh L 451a

    6. Sh-l-451a

    7. Dtxsid70235367

    8. Akos015896299

    9. Bay-86-4882

    10. D01707

    11. Q413793

    12. Gadolinium (bis{2-[(carboxylatomethyl)(carboxymethyl)amino]ethyl}amino)acetate--1-deoxy-1-(methylamino)-d-glucitol (1:2)

    2.3 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 938.0 g/mol
    Molecular Formula C28H54GdN5O20
    Hydrogen Bond Donor Count14
    Hydrogen Bond Acceptor Count25
    Rotatable Bond Count25
    Exact Mass938.26033 g/mol
    Monoisotopic Mass938.26033 g/mol
    Topological Polar Surface Area431 Ų
    Heavy Atom Count54
    Formal Charge0
    Complexity631
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count4
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameMagnevist
    PubMed HealthGadopentetate (Injection)
    Drug ClassesRadiological Non-Ionic Contrast Media
    Drug LabelMagnevist (brand of gadopentetate dimeglumine) injection is the N-methylglucamine salt of the gadolinium complex of diethylenetriamine pentaacetic acid, and is an injectable contrast medium for magnetic resonance imaging (MRI). Magnevist Injection...
    Active IngredientGadopentetate dimeglumine
    Dosage FormInjectable
    RouteInjection
    Strength469.01mg/ml
    Market StatusPrescription
    CompanyBayer Hlthcare

    2 of 2  
    Drug NameMagnevist
    PubMed HealthGadopentetate (Injection)
    Drug ClassesRadiological Non-Ionic Contrast Media
    Drug LabelMagnevist (brand of gadopentetate dimeglumine) injection is the N-methylglucamine salt of the gadolinium complex of diethylenetriamine pentaacetic acid, and is an injectable contrast medium for magnetic resonance imaging (MRI). Magnevist Injection...
    Active IngredientGadopentetate dimeglumine
    Dosage FormInjectable
    RouteInjection
    Strength469.01mg/ml
    Market StatusPrescription
    CompanyBayer Hlthcare

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Contrast Media

    Substances used to allow enhanced visualization of tissues. (See all compounds classified as Contrast Media.)

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    DOSAGE - INJECTABLE;INJECTION - 469.01MG/ML

    USFDA APPLICATION NUMBER - 19596

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    DOSAGE - INJECTABLE;INJECTION - 469.01MG/ML

    USFDA APPLICATION NUMBER - 21037

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