CAS 113-92-8|Chlorpheniramine maleate

Introduction:Basic information about CAS 113-92-8|Chlorpheniramine maleate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameChlorpheniramine maleate
CAS Number113-92-8Molecular Weight390.861
Density1.1±0.1 g/cm3Boiling Point379.0±42.0 °C at 760 mmHg
Molecular FormulaC20H23ClN2O4Melting Point130-135 °C(lit.)
MSDSChineseUSAFlash Point183.0±27.9 °C
Symbol
GHS07
Signal WordWarning

Names

NameChlorpheniramine maleate
SynonymMore Synonyms

Chlorpheniramine maleate BiologicalActivity

DescriptionChlorpheniramine maleate is an histamine H1 receptor antagonist with IC50 of 12 nM.Target: Histamine H1 ReceptorChlorpheniramine inhibits the proliferation of MCF-7, MDA-MB 231, and Ehrlich cells in a dose-response manner, and significantly reduces the ornithine decarboxylase mRNA translation by 50%-70% at the 250 μM [1]. Chlorpheniramine displaces of [3H]pyrilamine from human histamine receptor subtype 1 expressed in CHO cells with IC50 of 66 nM. Chlorpheniramine displays antimalarial activity against CQS strain (D6) and MDR strain (Dd2) of P. falciparum with IC50 of 61.2 uM and 3.9 uM, respectively. Chlorpheniramine displays cytotoxicity against the proliferation of concanavalin A-induced murine splenic lymphocytes with IC50 of 33.4 μM [2].Oral administration of Chlorpheniramine inhibits histamine-induced mortality in guinea pigs with an ED50 of 0.17 mg/kg [3]. Oral administration of Chlorpheniramine (10 mg/kg) significantly inhibits short-duration scratching in BALB/c mice stimulated by ovalbumin active cutaneous anaphylaxis and in ICR mice subcutaneously injected with histamine, but not long-duration scratching seen in NC/Nga mice, in contrast to that of dexamethasone or tacrolimus [4].
Related CatalogSignaling Pathways >>GPCR/G Protein >>Histamine ReceptorSignaling Pathways >>Immunology/Inflammation >>Histamine ReceptorResearch Areas >>Inflammation/Immunology
References

[1]. Medina, M.A., et al., Chlorpheniramine inhibits the synthesis of ornithine decarboxylase and the proliferation of human breast cancer cell lines. Breast Cancer Res Treat, 1995. 35(2): p. 187-94.

[2]. Kelly, J.X., et al., Design, synthesis, and evaluation of 10-N-substituted acridones as novel chemosensitizers in Plasmodium falciparum. Antimicrob Agents Chemother, 2007. 51(11): p. 4133-40.

[3]. Iemura, R., et al., Synthesis of 2-(4-substituted-1-piperazinyl)benzimidazoles as H1-antihistaminic agents. J Med Chem, 1986. 29(7): p. 1178-83.

[4]. Takano, N., I. Arai, and M. Kurachi, Analysis of the spontaneous scratching behavior by NC/Nga mice: a possible approach to evaluate antipruritics for subjects with atopic dermatitis. Eur J Pharmacol, 2003. 471(3): p. 223-8.

Chemical & Physical Properties

Density1.1±0.1 g/cm3
Boiling Point379.0±42.0 °C at 760 mmHg
Melting Point130-135 °C(lit.)
Molecular FormulaC20H23ClN2O4
Molecular Weight390.861
Flash Point183.0±27.9 °C
Exact Mass390.134644
PSA90.73000
LogP3.39
Vapour Pressure0.0±0.9 mmHg at 25°C
Index of Refraction1.565
InChIKeyDBAKFASWICGISY-UHFFFAOYSA-N
SMILESCN(C)CCC(c1ccc(Cl)cc1)c1ccccn1.O=C(O)C=CC(=O)O
Storage condition-20°C Freezer
Water Solubility1-5 G/100 ML AT 21 ºC

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
US6475000
CAS REGISTRY NUMBER :
113-92-8
LAST UPDATED :
199707
DATA ITEMS CITED :
22
MOLECULAR FORMULA :
C16-H19-Cl-N2.C4-H4-O4
MOLECULAR WEIGHT :
390.90
WISWESSER LINE NOTATION :
T6NJ BYR DG&2N1&1 &OV1U1VO

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
306 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
365 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
130 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
76700 ug/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
104 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
26100 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
97600 ug/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
198 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
101 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
68 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - wild bird species
DOSE/DURATION :
75 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1120 mg/kg/14D-I
TOXIC EFFECTS :
Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
600 mg/kg/16D-I
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - tremor Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
420 mg/kg
SEX/DURATION :
female 1-21 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - stillbirth Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive) Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
4200 mg/kg
SEX/DURATION :
female 1-21 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Fertility - abortion

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
125 mg/L
REFERENCE :
NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No.206- Volume(issue)/page/year: NTP-TR-317,1986 *** REVIEWS *** TOXICOLOGY REVIEW JRPMAP Journal of Reproductive Medicine. (2 Jacklynn Ct., St. Louis, MO 63132) V.3- 1969- Volume(issue)/page/year: 12,27,1974 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84323 No. of Facilities: 1601 (estimated) No. of Industries: 5 No. of Occupations: 12 No. of Employees: 7109 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 84323 No. of Facilities: 771 (estimated) No. of Industries: 3 No. of Occupations: 19 No. of Employees: 14566 (estimated) No. of Female Employees: 10522 (estimated)

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH302
Precautionary StatementsP301 + P312 + P330
Personal Protective EquipmentEyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard CodesT:Toxic
Risk PhrasesR25
Safety Phrases36/37/39-45
RIDADRUN 2811 6.1/PG 3
WGK Germany3
RTECSUS6504000
Packaging GroupIII
Hazard Class6.1(b)
HS Code2933399090

Customs

HS Code2933399090
Summary2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Synonyms

teldrin
CHLORPHENAMINE MALEATES
BISACODYL
Chlorphenamine Maleate
3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine
2-[p-Chloro-a-(2-dimethylaminoethyl)benzyl]pyridine
CHLOROPHENAMINEMALEATE
CHLORPHENIRAMINE-D4 MALEATE
ChlorpheniramineMaleate
alunex
Cloropiril
M.P. chlorcaps T.D.
Chlorpheniramine (maleate)
Haynon
3-(4-Chlorophenyl)-N,N-dimethyl-3-(2-pyridinyl)-1-propanamine (2Z)-2-butenedioate (1:1)
CHLORPHENAMINE HYDROGEN MALEATE, WHO STANDARD
EINECS 205-054-0
(±)-Chlorpheniramine maleate
UNII:V1Q0O9OJ9Z
Allergisan
(±)-Chlorpheniramine
3-(4-Chlorophenyl)-N,N-dimethyl-3-(2-pyridinyl)-1-propanamine
Chlortrimeton
2-pyridinepropanamine, g-(4-chlorophenyl)-N,N-dimethyl-, (2Z)-2-butenedioate (1:1)
3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine
piriex
Chloropheniramine maleate
piriton
P-CHLORO(2-DIMETHYLAMINOETHYL)BENZYLPYRIDINE MALEATE
d-chlorpheniramine maleate
D-2-(p-Chloro-α-(2-dimethylaminoethyl)benzyl)pyridine
(+/-)-CHLORPHENIRAMINE MALEATE SALT
dl-Chlorpheniramine
chlorpheniramine
(+/-)-CHLORPHENIRAMINE-D6 MALEATE
CHLORPHENIRAMINE HYDROGEN MALEATE
2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-
ibioton
2-Pyridinepropanamine
Histadur
c-meton
4-Chloropheniramine
Puermin
[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]dimethylamine
MFCD00069225
3-(4-Chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine (2Z)-but-2-enedioate (1:1)
2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (2Z)-2-butenedioate (1:1)
chlorphenamine
2-pyridinepropanamine, g-(4-chlorophenyl)-N,N-dimethyl-
Cloropiril M.P.
CHLORPHENIRAMINE MALEATE REFERENCE STANDARD
dexchlorpheniramine maleate
1-(N,N-Dimethylamino)-3-(p-chlorophenyl-3-a-pyridyl)propane Maleate
CHLORPROPHENPYRIDAMINE MALEATE
g-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine
Chlorpheniramine Maleate
lorphen
Chlorpheniramine Maleate Salt
Chlorcaps T.D.
allergin
g-(4-Chlorophenyl)-g-(2-pyridyl)propyldimethylamine
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