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    Ritodrine

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

    GLOBAL SALES INFORMATION

    PharmaCompass
    $ API Ref.Price (USD/KG) : 735Xls

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    2D Structure
    Also known as: Ritodrina [inn-spanish], Ritodrinium [inn-latin], 26652-09-5, Du-21220, Prepar, P-hydroxy-alpha-(1-((p-hydroxyphenethyl)amino)ethyl)benzyl alcohol
    Molecular Formula
    C17H21NO3
    Molecular Weight
    287.35  g/mol
    InChI Key
    IOVGROKTTNBUGK-SJCJKPOMSA-N
    An adrenergic beta-2 agonist used to control PREMATURE LABOR.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-[2-[[(1R,2S)-1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl]amino]ethyl]phenol
    2.1.2 InChI
    InChI=1S/C17H21NO3/c1-12(17(21)14-4-8-16(20)9-5-14)18-11-10-13-2-6-15(19)7-3-13/h2-9,12,17-21H,10-11H2,1H3/t12-,17-/m0/s1
    2.1.3 InChI Key
    IOVGROKTTNBUGK-SJCJKPOMSA-N
    2.1.4 Canonical SMILES
    CC(C(C1=CC=C(C=C1)O)O)NCCC2=CC=C(C=C2)O
    2.1.5 Isomeric SMILES
    C[C@@H]([C@@H](C1=CC=C(C=C1)O)O)NCCC2=CC=C(C=C2)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Du 21220

    2. Du-21220

    3. Du21220

    4. Hydrochloride, Ritodrine

    5. Pre Par

    6. Pre-par

    7. Prepar

    8. Ritodrine Hydrochloride

    9. Yutopar

    2.2.2 Depositor-Supplied Synonyms

    1. Ritodrina [inn-spanish]

    2. Ritodrinium [inn-latin]

    3. 26652-09-5

    4. Du-21220

    5. Prepar

    6. P-hydroxy-alpha-(1-((p-hydroxyphenethyl)amino)ethyl)benzyl Alcohol

    7. Mls002153782

    8. Ritodrine (usan/inn)

    9. Smr001233166

    10. (?)-ritodrine

    11. Prestwick0_000349

    12. Prestwick1_000349

    13. Prestwick2_000349

    14. Prestwick3_000349

    15. Chembl785

    16. 4-[(1r,2s)-1-hydroxy-2-{[2-(4-hydroxyphenyl)ethyl]amino}propyl]phenol

    17. Schembl34194

    18. Bspbio_000417

    19. Cid_31728

    20. Spbio_002338

    21. Bpbio1_000459

    22. Chebi:8872

    23. Gtpl7294

    24. Dtxsid7048534

    25. Bdbm97162

    26. Zinc57480

    27. Db00867

    28. Ncgc00179566-01

    29. Ncgc00179566-03

    30. C07239

    31. D02359

    32. Q5577596

    33. Brd-k51465424-003-03-6

    34. 4-(2-{[(1r,2s)-1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)phenol

    2.3 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 287.35 g/mol
    Molecular Formula C17H21NO3
    XLogP32.3
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count6
    Exact Mass287.15214353 g/mol
    Monoisotopic Mass287.15214353 g/mol
    Topological Polar Surface Area72.7 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity284
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    For the treatment and prophylaxis of premature labour

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Beta-2 adrenergic receptors are located at sympathetic neuroeffector junctions of many organs, including uterus. Ritodrine is beta-2 adrenergic agonist. It stimulates beta-2 adrenergic receptor, increases cAMP level and decreases intracellular calcium concentration. The decrease of calcium concentration leads to a relaxation of uterine smooth muscle and, therefore, a decrease in premature uterine contractions.

    5.2 MeSH Pharmacological Classification

    Sympathomimetics

    Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)

    Adrenergic beta-2 Receptor Agonists

    Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS. (See all compounds classified as Adrenergic beta-2 Receptor Agonists.)

    Tocolytic Agents

    Drugs that prevent preterm labor and immature birth by suppressing uterine contractions (TOCOLYSIS). Agents used to delay premature uterine activity include magnesium sulfate, beta-mimetics, oxytocin antagonists, calcium channel inhibitors, and adrenergic beta-receptor agonists. The use of intravenous alcohol as a tocolytic is now obsolete. (See all compounds classified as Tocolytic Agents.)

    5.3 ATC Code

    G - Genito urinary system and sex hormones

    G02 - Other gynecologicals

    G02C - Other gynecologicals

    G02CA - Sympathomimetics, labour repressants

    G02CA01 - Ritodrine

    5.4 Metabolism/Metabolites

    Hepatic, by both the mother and fetus

    5.5 Biological Half-Life

    1.7-2.6 hours

    5.6 Mechanism of Action

    Ritodrine is beta-2 adrenergic agonist. It binds to beta-2 adrenergic receptors on outer membrane of myometrial cell, activates adenyl cyclase to increase the level of cAMP which decreases intracellular calcium and leads to a decrease of uterine contractions.