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Substance Name: Minocycline hydrochloride [USP:JAN]
RN: 13614-98-7
UNII: 0020414E5U
InChIKey: GLMUAFMGXXHGLU-VQAITOIOSA-N

Note

  • A TETRACYCLINE analog, having a 7-dimethylamino and lacking the 5 methyl and hydroxyl groups, which is effective against tetracycline-resistant STAPHYLOCOCCUS infections.

Molecular Formula

  • C23-H27-N3-O7.Cl-H

Molecular Weight

  • 493.9412
 

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
  • Human Data
  • Natural Product
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Names and Synonyms

Name of Substance

  • Minocycline hydrochloride [USP:JAN]

Synonyms

  • 2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, monohydrochloride, (4S-(4alpha,4aalpha,5aalpha,12aalpha))-
  • 4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride
  • Acnez
  • Arestin
  • EINECS 237-099-7
  • Klinomycin
  • Minocin
  • Minocycline chloride
  • Minocycline HCl
  • Minocycline hydrochloride
  • Minomax
  • Minomycin chloride
  • Mynocine hydrochloride
  • NSC 141993
  • Periocline
  • Solodyn
  • Tri-mino
  • UNII-0020414E5U
  • Vectrin
  • Ximino

Systematic Names

  • (4S-(4alpha,4aalpha,5aalpha,12aalpha))-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacene-2-carboxamide monohydrochloride
  • 2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, monohydrochloride, (4S-(4alpha,4aalpha,5aalpha,12aalpha))-

Superlist Name

  • Minocycline hydrochloride (internal use)

Registry Numbers

CAS Registry Number

  • 13614-98-7

FDA UNII

  • 0020414E5U

Other Registry Numbers

  • 1071702-75-4
  • 11006-27-2
  • 1236362-29-0
  • 150231-24-6

Related Registry Number

  • 10118-90-8 (Parent)

System Generated Number

  • 0013614987

Molecular Formulas

Molecular Formula

  • C23-H27-N3-O7.Cl-H

Molecular Formula Fragments

  • C23-H27-N3-O7
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C23H27N3O7.ClH/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28;/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32);1H/t9-,11-,17-,23-;/m0./s1

InChIKey

GLMUAFMGXXHGLU-VQAITOIOSA-N

Smiles

CN(C)c1ccc(c2c1C[C@H]3C[C@H]4[C@@H](C(=C(C(=O)[C@]4(C(=C3C2=O)O)O)C(=O)N)O)N(C)C)O.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 14286ug/kg/10 (14.286mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY OBSTRUCTION

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Archives of Internal Medicine. Vol. 154, Pg. 1633, 1994.
man TDLo intravenous 2857ug/kg (2.857mg/kg) LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)"

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Internal Medicine. Vol. 33, Pg. 177, 1994.
man TDLo oral 11429ug/kg/4D (11.429mg/kg)   Archives of Dermatology. Vol. 123, Pg. 18, 1987.
man TDLo oral 11429ug/kg/4D (11.429mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
Archives of Dermatology. Vol. 123, Pg. 18, 1987.
man TDLo oral 3893mg/kg/4Y- (3893mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Archives of Dermatology. Vol. 122, Pg. 17, 1986.
mouse LD50 intraperitoneal 15mg/kg (15mg/kg)   Journal of Antibiotics, Series A. Vol. 13, Pg. 327, 1960.
mouse LD50 intraperitoneal 299mg/kg (299mg/kg)   Drugs in Japan Vol. 6, Pg. 811, 1982.
mouse LD50 intravenous 154mg/kg (154mg/kg)   Drugs in Japan Vol. 6, Pg. 811, 1982.
mouse LD50 oral 600mg/kg (600mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 3, Pg. 146, 1980.
mouse LD50 oral 3600mg/kg (3600mg/kg)   Drugs in Japan Vol. 6, Pg. 811, 1982.
mouse LD50 subcutaneous 2290mg/kg (2290mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 21, Pg. 319, 1990.
mouse LDLo parenteral 620mg/kg (620mg/kg)   Chemotherapy Vol. 24, Pg. 17, 1978.
rat LD50 intraperitoneal 331mg/kg (331mg/kg)   Drugs in Japan Vol. 6, Pg. 811, 1982.
rat LD50 intravenous 164mg/kg (164mg/kg)   Drugs in Japan Vol. 6, Pg. 811, 1982.
rat LD50 oral 2380mg/kg (2380mg/kg)   Drugs in Japan Vol. 6, Pg. 811, 1982.
rat LD50 subcutaneous 1700mg/kg (1700mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 21, Pg. 319, 1990.
women TDLo oral 42mg/kg/3W-I (42mg/kg) MUSCULOSKELETAL: JOINTS

BLOOD: OTHER CHANGES

BLOOD: AGRANULOCYTOSIS
Archives of Internal Medicine. Vol. 154, Pg. 1983, 1994.