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113-92-8

113-92-8 structure
113-92-8 structure
  • Name: Chlorpheniramine maleate
  • Chemical Name: Chlorpheniramine maleate
  • CAS Number: 113-92-8
  • Molecular Formula: C20H23ClN2O4
  • Molecular Weight: 390.861
  • Catalog: API Antiallergic Antihistamine
  • Create Date: 2018-02-17 08:00:00
  • Modify Date: 2024-01-01 20:22:48
  • Chlorpheniramine 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].

Name Chlorpheniramine maleate
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
Description Chlorpheniramine 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 Catalog
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.

Density 1.1±0.1 g/cm3
Boiling Point 379.0±42.0 °C at 760 mmHg
Melting Point 130-135 °C(lit.)
Molecular Formula C20H23ClN2O4
Molecular Weight 390.861
Flash Point 183.0±27.9 °C
Exact Mass 390.134644
PSA 90.73000
LogP 3.39
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.565
Storage condition -20°C Freezer
Water Solubility 1-5 G/100 ML AT 21 ºC

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)
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Precautionary Statements P301 + P312 + P330
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T:Toxic
Risk Phrases R25
Safety Phrases 36/37/39-45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS US6504000
Packaging Group III
Hazard Class 6.1(b)
HS Code 2933399090
Precursor  0

DownStream  2

HS Code 2933399090
Summary 2933399090. 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%