CAS 113-92-8|Chlorpheniramine maleate
| Common Name | Chlorpheniramine maleate | ||
|---|---|---|---|
| CAS Number | 113-92-8 | Molecular Weight | 390.861 |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 379.0±42.0 °C at 760 mmHg |
| Molecular Formula | C20H23ClN2O4 | Melting Point | 130-135 °C(lit.) |
| MSDS | ChineseUSA | Flash Point | 183.0±27.9 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | Chlorpheniramine maleate |
|---|---|
| Synonym | More Synonyms |
Chlorpheniramine maleate BiologicalActivity
| 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 | Signaling 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
| 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 |
| InChIKey | DBAKFASWICGISY-UHFFFAOYSA-N |
| SMILES | CN(C)CCC(c1ccc(Cl)cc1)c1ccccn1.O=C(O)C=CC(=O)O |
| Storage condition | -20°C Freezer |
| Water Solubility | 1-5 G/100 ML AT 21 ºC |
Toxicological Information
CHEMICAL IDENTIFICATION |
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)
- 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 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 |
Customs
| 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% |
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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 |
