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    Chemistry

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    Also known as: 523-87-5, Dramamine, Chloranautine, Vomex a, Diphenhydrinate, Anautine
    Molecular Formula
    C24H28ClN5O3
    Molecular Weight
    470.0  g/mol
    InChI Key
    NFLLKCVHYJRNRH-UHFFFAOYSA-N
    FDA UNII
    JB937PER5C
    Dimenhydrinate
    A drug combination that contains diphenhydramine and theophylline. It is used for treating VERTIGO, MOTION SICKNESS, and NAUSEA associated with PREGNANCY.
    1 2D Structure

    Dimenhydrinate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-benzhydryloxy-N,N-dimethylethanamine;8-chloro-1,3-dimethyl-7H-purine-2,6-dione
    2.1.2 InChI
    InChI=1S/C17H21NO.C7H7ClN4O2/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h3-12,17H,13-14H2,1-2H3;1-2H3,(H,9,10)
    2.1.3 InChI Key
    NFLLKCVHYJRNRH-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN1C2=C(C(=O)N(C1=O)C)NC(=N2)Cl.CN(C)CCOC(C1=CC=CC=C1)C2=CC=CC=C2
    2.2 Other Identifiers
    2.2.1 UNII
    JB937PER5C
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Apo Dimenhydrinate

    2. Apo-dimenhydrinate

    3. Aviomarin

    4. Biodramina

    5. Calm X

    6. Calm-x

    7. Cinfamar

    8. Contramareo

    9. Dimen Heumann

    10. Dimen Lichtenstein

    11. Dimetabs

    12. Dinate

    13. Diphenhydramine Theoclate

    14. Dmh

    15. Dramamine

    16. Dramanate

    17. Gravol

    18. Heumann, Dimen

    19. Lnopharm, Reisetabletten

    20. Lichtenstein, Dimen

    21. Marmine

    22. Motion Aid

    23. Motion-aid

    24. Nausicalm

    25. Reisegold

    26. Reisetabletten Lnopharm

    27. Reisetabletten Ratiopharm

    28. Reisetabletten Stada

    29. Reisetabletten-ratiopharm

    30. Rodovan

    31. Rubiemen

    32. Stada, Reisetabletten

    33. Superpep

    34. Theoclate, Diphenhydramine

    35. Travel Well

    36. Triptone

    37. Vertigo Vomex

    38. Vertigo-vomex

    39. Vomacur

    40. Vomex A

    41. Vomisin

    42. Wehamine

    2.3.2 Depositor-Supplied Synonyms

    1. 523-87-5

    2. Dramamine

    3. Chloranautine

    4. Vomex A

    5. Diphenhydrinate

    6. Anautine

    7. Travelin

    8. Amosyt

    9. Aviomarin

    10. Gravol

    11. Menhydrinate

    12. Andramine

    13. Antemin

    14. Diamarin

    15. Dimenest

    16. Dimentabs

    17. Dramalen

    18. Dramamin

    19. Dramarin

    20. Dramilin

    21. Eldodram

    22. Gravinol

    23. Hydrinate

    24. Novamine

    25. Permital

    26. Supremal

    27. Teodramin

    28. Travelmin

    29. Troversin

    30. Xamamina

    31. Dimate

    32. Dramyl

    33. Dromyl

    34. Reise-engletten

    35. Neo-navigan

    36. Diphenhydramine Theoclate

    37. Diphenhydramine 8-chlorotheophylline

    38. Diphenhydramine 8-chlorotheophyllinate

    39. Nsc 117855

    40. Jb937per5c

    41. O-benzhydryldimethylaminoethanol 8-chlorotheophyllinate

    42. Nsc-117855

    43. 1h-purine-2,6-dione, 8-chloro-3,7-dihydro-1,3-dimethyl-, Compd. With 2-(diphenylmethoxy)-n,n-dimethylethanamine (1:1)

    44. 8-chloro-1,3-dimethyl-1h-purine-2,6(3h,7h)-dione Compound With 2-(benzhydryloxy)-n,n-dimethylethanamine (1:1)

    45. (o-benzhydryl(dimethylamino)ethanol) 8-chlorotheophyllinate

    46. Benzhydryl-beta-dimethylaminoethylether 8-chlorotheophylline

    47. N,n-dimethyl-2-diphenylmethoxyethylamine 8-chlorotheophyllinate

    48. 2-(diphenylmethoxy)-n,n-dimethylethylamine 8-chlorotheophyllinate

    49. Beta-dimethylaminoethyl Benzhydryl Ether 1,3-dimethyl-8-chloroxanthine

    50. 2-(benzhydryloxy)-n,n-dimethylethylamine Compd. With 8-chlorotheophylline

    51. 8-chlorotheophylline, Compound With 2-(diphenylmethoxy)-n,n-dimethylethylamine (1:1)

    52. Dimenhydrinat

    53. Theohydramine

    54. Dommanate

    55. Lomarin

    56. Reidamine

    57. Removine

    58. Emedyl

    59. Faston

    60. 2-benzhydryloxy-n,n-dimethylethanamine;8-chloro-1,3-dimethyl-7h-purine-2,6-dione

    61. Novamin (van)

    62. Gravinol (antiemetic)

    63. Dimenidrinato [dcit]

    64. Sr-05000001608

    65. [o-benzhydryl(dimethylamino)ethanol] 8-chlorotheophyllinate

    66. Dimenhydrinatum [inn-latin]

    67. Dimenidrinato

    68. Dimenhidrinato [inn-spanish]

    69. Ccris 4798

    70. Hsdb 3064

    71. Dramamine (tn)

    72. Nci-c60639

    73. 2-(diphenylmethoxy)-n,n-dimethylethanamine And 8-chloro-1,3-dimethyl-3,9-dihydro-1h-purine-2,6-dione

    74. Dimenhydrinate,(s)

    75. Einecs 208-350-8

    76. Mfcd00054265

    77. Spectrum_000974

    78. Prestwick3_000265

    79. Spectrum2_000992

    80. Spectrum3_000397

    81. Spectrum4_000517

    82. Spectrum5_000909

    83. Dsstox_cid_5087

    84. Unii-jb937per5c

    85. Dimenhydrinate [mi]

    86. Schembl5128

    87. Dimenhydrinate [inn]

    88. Dimenhydrinate [jan]

    89. Dsstox_rid_77660

    90. Dsstox_gsid_25087

    91. Bspbio_000110

    92. Bspbio_002213

    93. Dimenhydrinate [hsdb]

    94. Kbiogr_001093

    95. Kbioss_001454

    96. Dimenhydrinate [vandf]

    97. Divk1c_000049

    98. Spectrum1500251

    99. Spbio_001083

    100. Dimenhydrinate [mart.]

    101. Bpbio1_000122

    102. Dimenhydrinate [usp-rs]

    103. Dimenhydrinate [who-dd]

    104. Chembl1200406

    105. Dtxsid9025087

    106. Chebi:94848

    107. Hms500c11

    108. Kbio1_000049

    109. Kbio2_001454

    110. Kbio2_004022

    111. Kbio2_006590

    112. Kbio3_001433

    113. Dimenhydrinate (jp17/usp/inn)

    114. Ninds_000049

    115. Hms1920g20

    116. Hms2091o08

    117. Hms2095f12

    118. Hms3712f12

    119. Pharmakon1600-01500251

    120. 2-(benzhydryloxy)-n,n-dimethylethylamine 8-chlorotheophyllinate

    121. Hy-b1215

    122. Dimenhydrinate [ep Impurity]

    123. Dimenhydrinate [orange Book]

    124. Dimenhydrinate [usp:inn:ban:jan]

    125. Tox21_200323

    126. Ccg-40210

    127. Dimenhydrinate [ep Monograph]

    128. Nsc117855

    129. Nsc756740

    130. S4672

    131. Dimenhydrinate [usp Monograph]

    132. Dimenhydrinate For Peak Identification

    133. Akos015896341

    134. Ac-8241

    135. Cs-4841

    136. Db00985

    137. Nsc-756740

    138. 8-chlorotheophylline, Compd. With 2-(diphenylmethoxy)-n,n-dimethylethylamine (1:1)

    139. Ethylamine 2-(diphenylmethoxy)-n,n-dimethyl-, Compd With 8-chlorotheophylline (1:1)

    140. Ethylamine, 2-(diphenylmethoxy)-n, N-dimethyl-, Compd. With 8-chlorothiophylline (1:1)

    141. Ethylamine, N,n-dimethyl-2-(diphenylmethoxy)-, Compd. With 8-chlorotheophylline

    142. Idi1_000049

    143. Theophylline, 8-chloro-, Compd With 2-(diphenylmethoxy)-n,n-dimethyethylamine (1:1)

    144. Theophylline, 8-chloro-, Compd. With 2-(diphenylmethoxy)-n,n-dimethylethylamine (1:1)

    145. Ncgc00021154-01

    146. Ncgc00021154-02

    147. Ncgc00021154-03

    148. Ncgc00021154-04

    149. Ncgc00021154-05

    150. Ncgc00021154-06

    151. Ncgc00021154-07

    152. Ncgc00091928-01

    153. Ncgc00091928-02

    154. Ncgc00091928-03

    155. Ncgc00257877-01

    156. 1h-pyrine-2,6-dione, 8-chloro-3,7-dihydro-1,3-dimethyl-, Compd. With 2-(diphenylmethoxy)-n,n-dimethylethanamine (1:1)

    157. As-13166

    158. Bd166163

    159. Ethanamine, 2-(diphenylmethoxy)-n,n-dimethyl-, Compd. With 8-chloro-3,7-dihydro-1,3-dimethyl-1h-purine-2,6-dione (1:1)

    160. Sbi-0051350.p003

    161. Ab00053833

    162. Ft-0625019

    163. Ft-0696921

    164. D00520

    165. D82297

    166. Wln: T56 Bm Dn Fnvnvj Cg F H &622

    167. 523d875

    168. Q420439

    169. Sr-05000001608-1

    170. Sr-05000001608-2

    171. Brd-m98649031-001-01-1

    172. Dimenhydrinate, European Pharmacopoeia (ep) Reference Standard

    173. Dimenhydrinate, United States Pharmacopeia (usp) Reference Standard

    174. Ethylamine 2-(diphenylmethoxy)-n, Compd. With 8-chlorotheophylline (1:1)

    175. Theophylline, Compd. With 2-(diphenylmethoxy)-n,n-dimethylethylamine (1:1)

    176. Dimenhydrinate For Peak Identification, European Pharmacopoeia (ep) Reference Standard

    177. Dimenhydrinate, Pharmaceutical Secondary Standard; Certified Reference Material

    178. Theophylline, Compd. With 2-(diphenylmethoxy)-n,n-(dimethylethyl)amine (1:1)

    179. 1h-purine-2, 8-chloro-3,7-dihydro-1,3-dimethyl-, Compd. With 2-(diphenylmethoxy)-n,n-dimethylethanamine (1:1)

    180. 8-chloro-1,3-dimethyl-1h-purine-2,6(3h,7h)-dione 2-(benzhydryloxy)-n,n-dimethylethanamine Salt

    181. 8-chloro-1,3-dimethyl-1h-purine-2,6(3h,7h)-dionecompoundwith2-(benzhydryloxy)-n,n-dimethylethanamine(1:1)

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 470.0 g/mol
    Molecular Formula C24H28ClN5O3
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count6
    Exact Mass469.1880675 g/mol
    Monoisotopic Mass469.1880675 g/mol
    Topological Polar Surface Area81.8 Ų
    Heavy Atom Count33
    Formal Charge0
    Complexity509
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Therapeutic Uses

    Antiemetics; Histamine H1 Antagonists

    National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)

    ABILITY TO INHIBIT EFFECTS OF HISTAMINE ON CAPILLARY PERMEABILITY & ON VASCULAR, BRONCHIAL, & MANY OTHER TYPES OF SMOOTH MUSCLE IS PROPERTY THAT CHARACTERIZES H1 ANTAGONISTS & THAT PROVIDES BASIS FOR THEIR PREVALENT CLINICAL USE... /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 603

    "FLARE" COMPONENT OF TRIPLE RESPONSE & ITCHING CAUSED BY INTRADERMAL INJECTION OF HISTAMINE... H1-BLOCKING DRUGS SUPPRESS BOTH. ...HAVE LOCAL ANESTHETIC PROPERTIES... H1-BLOCKING DRUGS SELECTIVELY SUPPRESS STIMULANT EFFECT OF HISTAMINE ON ADRENAL CHROMAFFIN CELLS.../&/ AUTONOMIC GANGLION CELLS. /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 605

    ...EFFICACY...IN COUNTERING HYPERSENSITIVITY REACTIONS WILL VARY, DEPENDING ON DEG TO WHICH SYMPTOMS ARE DUE TO HISTAMINE. ...IN MAN...SOME PHENOMENA, INCL EDEMA FORMATION & ITCH, ARE FAIRLY WELL CONTROLLED; OTHERS, SUCH AS HYPOTENSION ARE LESS SO; & BRONCHOCONSTRICTION...LITTLE IF AT ALL. /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 605

    For more Therapeutic Uses (Complete) data for DIMENHYDRINATE (12 total), please visit the HSDB record page.

    4.2 Drug Warning

    SEE ANTIHISTAMINICS. CONSIDERABLE MARGIN OF SAFETY SEPARATES THERAPEUTIC DOSE FROM USUAL LETHAL ONE. HOWEVER, BECAUSE CONVULSANT DOSE LIES NEAR LETHAL DOSE, CONVULSIONS INDICATE POOR PROGNOSIS. ADULTS HAVE SURVIVED SINGLE DOSES OF 2.5-5.0 G. CHILDREN...30-60 MG/KG HAS PRODUCED...POISONINGS. /ANTIHISTAMINICS/

    Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-231

    IN THERAPEUTIC DOSES, ALL H1 ANTAGONISTS ELICIT SIDE EFFECTS. ...RARELY SERIOUS & OFTEN DISAPPEAR...SOMETIMES...DRUG MUST BE WITHDRAWN. SOME DIFFERENCE...WITH DIFFERENT PREPN IS DISCERNIBLE...MARKED VARIATION IN RESPONSES OF INDIVIDUAL SUBJECTS... /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 607

    ...ANTICHOLINERGIC ACTIVITY, WHICH ACCOUNTS FOR DRYNESS OF MOUTH...&... DIFFICULTY IN MICTURATION & IMPOTENCE. SOME INTENSIFY RESPONSES TO NOREPINEPHRINE OR STIMULATION OF ADRENERGIC NERVES & INHIBIT RESPONSES TO TYRAMINE... RAPID IV INJECTION OF H1 ANTAGONISTS CAUSES TRANSIENT FALL IN BLOOD PRESSURE... /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 606

    H1 ANTAGONISTS CAN BOTH STIMULATE & DEPRESS CNS. ...CENTRAL EXCITATION IS STRIKING FEATURE OF POISONING WITH ANTIHISTAMINES & CAN RESULT IN CONVULSIONS, PARTICULARLY IN INFANTS. CENTRAL DEPRESSION...IS USUAL ACCOMPANIMENT OF THERAPEUTIC DOSES. /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 606

    PERSONS TAKING ANTIHISTAMINES SHOULD BE ALERTED TO THEIR SEDATIVE EFFECTS & SHOULD BE CAUTIONED NOT TO DRIVE AN AUTOMOBILE, FLY AN AIRPLANE, OR OPERATE HAZARDOUS MACHINERY... /ANTIHISTAMINES/

    Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1057

    4.3 Drug Indication

    Dimenhydrinate is indicated for the prevention and treatment of nausea, vomiting, or vertigo of motion sickness.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Dimenhydrinate is indicated for the prevention and treatment of nausea, vomiting, or vertigo of motion sickness. It has a short duration of action of 4-8 hours. Patients should be counselled regarding pronounced drowsiness, avoiding alcohol and other sedatives, and exercising caution when operating a motor vehicle or heavy machinery.

    5.2 MeSH Pharmacological Classification

    Antiemetics

    Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

    Histamine H1 Antagonists

    Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)

    5.3 FDA Pharmacological Classification
    5.3.1 Pharmacological Classes
    Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]
    5.4 ATC Code

    R - Respiratory system

    R06 - Antihistamines for systemic use

    R06A - Antihistamines for systemic use

    R06AA - Aminoalkyl ethers

    R06AA11 - Dimenhydrinate

    5.5 Absorption, Distribution and Excretion

    Absorption

    A 50 mg oral film coated tablet reaches a Cmax of 72.6 ng/mL with a Tmax of 2.7 hours. A 100 mg suppository reaches a Cmax of 112.2 ng/mL with a Tmax of 5.3 hours.

    Route of Elimination

    Dimenhydrinate is predominantly eliminated in the urine. 1-3% of the dissociated diphenhydramine is eliminated in the urine unchanged, while 64% of diphenhydramine is eliminated in the urine as metabolites. The elimination of dimenhydrinate has not been fully studied.

    Volume of Distribution

    The volume of distribution of dimenhydrinate is 3-4 L/kg.

    DIMENHYDRINATE (ETHANOLAMINES): DURATION OF ACTION (HR) 4-6. /FROM TABLE/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 609

    H1 ANTAGONISTS ARE READILY ABSORBED FROM GI TRACT & PARENTERAL SITES OF ADMIN. FOLLOWING ORAL ADMIN, EFFECTS START WITHIN 15 TO 30 MIN, ARE FULLY DEVELOPED WITHIN 1 HR, & LAST ABOUT 3 TO 6 HR, ALTHOUGH SOME...ACT LONGER. /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 607

    5.6 Metabolism/Metabolites

    Dimenhydrinate is a theoclate salt that separates into [diphenhydramine] and [8-chlorotheophylline]. diphenhydramine can either be N-glucuronidated by UGTs to diphenhydramine N-glucuronide or N-demethylated by CYP2D6, CYP1A2, CYP2C9, and CYP2C19 to N-desmethyldiphenhydramine. N-desmethyldiphenhydramine can be N-demethylated again by the same enzymes to N,N-didesmethyldiphenhydramine, which undergoes oxidative deamination to form diphenylmethoxyacetic acid.

    EXTENSIVE STUDIES OF METABOLIC FATE OF ANTIHISTAMINES HAVE BEEN LIMITED TO A FEW COMPD. ... MAIN SITE OF METABOLIC TRANSFORMATION IS LIVER. /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 607

    5.7 Biological Half-Life

    The plasma elimination half life of dimenhydrinate is 5-8 hours.

    5.8 Mechanism of Action

    Dimenhydrinate is a theoclate salt that separates into [diphenhydramine] and [8-chlorotheophylline]. While the exact mechanism of action is unknown, diphenhydramine is theorized to reduce disturbances to equilibrium through antimuscarinic effects or histamine H1 antagonism. 8-chlorotheophylline may produce excitation through blocking adenosine receptors, reducing the drowsiness produced by diphenhydramine.

    IT IS ESSENTIAL TO NOTE THAT NEITHER H1...BLOCKERS INHIBIT HISTAMINE RELEASE. ...EFFECTS OF HISTAMINE ANTAGONISTS...FACILITATE RELEASE. BENEFICIAL EFFECTS OF HISTAMINE ANTAGONISTS ARE THUS CONFINED TO ANTAGONISM OF RESPONSES TO HISTAMINE THAT IS RELEASED. /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 605

    DRUGS USED TO BLOCK HISTAMINE RECEPTORS FALL INTO THAT LARGE GROUP OF PHARMACOLOGICAL ANTAGONISTS THAT APPEAR TO ACT BY OCCUPYING "RECEPTIVE SITES" ON EFFECTOR CELL, TO EXCLUSION OF AGONIST MOLECULES, WITHOUT THEMSELVES INITIATING RESPONSE. TYPICALLY...COMPETITIVE & REVERSIBLE. /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 603

    ...ANTIHISTAMINES EFFECTIVE IN MOTION SICKNESS ACT BY VIRTUE OF CENTRAL ANTAGONISM OF ACH... ACT BY BLOCKING EXCITATORY LABYRINTHINE IMPULSES @ CHOLINERGIC SYNAPSES IN REGION OF VESTIBULAR NUCLEI. /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 606

    ...MOTION SICKNESS. ...STIMULATION OF VESTIBULAR APPARATUS...& THAT VESTIBULAR CEREBELLAR MIDBRAIN "INTEGRATIVE VOMITING CENTER" & MEDULLARY CHEMORECEPTIVE TRIGGER ZONE ARE SOMEHOW INVOLVED. /ANTIHISTAMINES/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 606

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    27-Jan-2021
    14-Aug-2024
    KGS
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