Chlorpromazine hydrochloride
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Chlorpromazine hydrochloride
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CAS No:
69-09-0
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Formula:
C17H19ClN2S.ClH
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Chemical Name:
Chlorpromazine hydrochloride
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Synonyms:
10H-Phenothiazine-10-propanamine,2-chloro-N,N-dimethyl-,hydrochloride (1:1);Phenothiazine,2-chloro-10-[3-(dimethylamino)propyl]-,monohydrochloride;10H-Phenothiazine-10-propanamine,2-chloro-N,N-dimethyl-,monohydrochloride;2-Chloro-10-(3-dimethylaminopropyl)phenothiazine monohydrochloride;Chloropromazine monohydrochloride;Chlorpromazine monohydrochloride;Chlorpromazinium chloride;CPZ;10-(3-Dimethylaminopropyl)-2-chlorophenothiazine monohydrochloride;Largactil monohydrochloride;Thorazine hydrochloride;Chlorpromazine hydrochloride;Chloropromazine hydrochloride;Plegomazin;Neurazine;Aminazin monohydrochloride;Ampliactil monohydrochloride;Norcozine;Propaphen;Propaphenin hydrochloride;Klorpromex;Hebanil;Klorproman;Aminazin hydrochloride;Hibernal;Megatil;Chlorazin;Taroctyl;Chloractil;Sonazine;Largaktyl;Promacid;Hibanil;Marazine;Tranzene;Promapar;Torazina;Largactil;Contomin;3-(2-Chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine hydrochloride;[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]dimethylamine hydrochloride;2-Chloro-10-(3-dimethylaminopropyl)-phenothiazine hydrochloride
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CAS No:
Description
Chlorpromazine Hydrochloride is an antagonist of the dopamine D2, 5HT2A, potassium channel andsodium channel. Chlorpromazine binds with D2 and 5HT2A with Kis of 363 nM and 8.3 nM, respectively.
Chlorpromazine hydrochloride appears as white or creamy-white odorless crystalline powder with very bitter taste. pH (5% aqueous solution) 4.0-5.5. pH (10% aqueous solution) 4-5. (NTP, 1992)
Chlorpromazine hydrochloride appears as white or creamy-white odorless crystalline powder with very bitter taste. pH (5% aqueous solution) 4.0-5.5. pH (10% aqueous solution) 4-5. (NTP, 1992)|Chlorpromazine Hydrochloride is the hydrochloride salt form of chlorpromazine, a phenothiazine and traditional antipsychotic agent with anti-emetic activity. Chlorpromazine hydrochloride exerts its antipsychotic effect by blocking postsynaptic dopamine receptors in cortical and limbic areas of the brain, thereby preventing the excess of dopamine in the brain. This leads to a reduction in psychotic symptoms, such as hallucinations and delusions. Chlorpromazine hydrochloride appears to exert its anti-emetic activity by blocking the dopamine receptors in the chemical trigger zone (CTZ) in the brain, thereby relieving nausea and vomiting.|The prototypical phenothiazine antipsychotic drug. Like the other drugs in this class chlorpromazine's antipsychotic actions are thought to be due to long-term adaptation by the brain to blocking DOPAMINE RECEPTORS. Chlorpromazine has several other actions and therapeutic uses, including as an antiemetic and in the treatment of intractable hiccup.
Chlorpromazine hydrochloride Basic Attributes
355.33
354.072418
200-701-3
9WP59609J6
226514|17479
2811
DTXSID7024827
C47975
29173980
Characteristics
31.8
5.41
White to off-white or clear colorless Powder/Solution
1.077 g/cm3 (15 C)
180 °C
450.1ºC at 760 mmHg
9℃
1.4436 (20ºC)
In water, 2.55X10-3 g/L (2.55 mg/L) at 24 deg C
-20°C Freezer
5.17X10-6 mm Hg at 25 deg C (est)
Oral-Rat LD50 145 mg/kg; Oral-Mouse LD50: 135 mg/kg
Combustible, decomposes toxic nitrogen oxides, chlorides, sulfur oxides when burned
Decomposes on exposure to air and light. becoming yellow, pink and, finally, violet. Water soluble.
Amines, Phosphines, and Pyridines
CHLORPROMAZINE HYDROCHLORIDE is incompatible in aqueous solution with sodium salts of barbiturates and other alkaline solutions. Solutions may be stabilized by addition of antioxidants and storing under nitrogen. (NTP, 1992)
Safety Information
III
6.1(b)
UN 2811 6.1/PG 1
3
25-26-39/23/24/25-23/24/25-11
28-36/37-45-16
SO1750000
T+,T,F
Treasury is low temperature, ventilated, dry; stored separately from food raw materials
Stable. Combustible. Incompatible with strong oxidizing agents. Air and light sesnsitive.
P260-P284-P301 + P310-P310
H301-H330
Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
|Danger|H301 (99.39%): Toxic if swallowed [Danger Acute toxicity, oral]|P260, P264, P270, P271, P284, P301+P310, P304+P340, P310, P320, P321, P330, P403+P233, P405, and P501|Aggregated GHS information provided by 163 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should protect this chemical from exposure to light. Keep the container tightly closed under an inert atmosphere, and store under refrigerated temperatures. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). RECOMMENDED GLOVE MATERIALS: Permeation Test Results of Diluted Chemical in water (410 mg/mL): If this chemical makes direct contact with your gloves, or if a tear, puncture or hole develops, replace them at once. Glove Type Model Number Thickness Bkthru Time PVC Edmont 34-100 0.18 mm 480 min Latex Ansell 9020-5 0.13 mm 480 min (NTP, 1992)
Drug Information
Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME. (See all compounds classified as Dopamine Antagonists.)|Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)|Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)
SYMPTOMS: This compound can cause severe dermatitis in sensitized persons. It may also cause drowsiness, dryness of mouth, nasal congestion, postural hypotension, lowering of body temperature, tachycardia, arrhythmias, agitation, insomnia, depression, miosis and mydriasis, convulsions, photosensitivity, skin rashes, inhibition of ejaculation, obstructive jaundice, chronic constipation, urinary retention, various hematological disorders, allergic reactions, development of purple pigmentation in exposed skin, deposition of pigment in eyes and altered endocrine functions. It reduces the efficiency of heat regulation such that individuals tend to acquire the temperature of the environment. It also reduces salivary and gastric secretion. It may cause extra-pyramidal effects and sedative (neuroletic) effects which cause suppression of spontaneous movement and complex movements while spinal reflexes and unconditioned nociceptive-avoidance behaviors remain intact. ACUTE/CHRONIC HAZARDS: This compound is an irritant. It may cause dermatitis in sensitized persons. When heated to decomposition it emits very toxic fumes of chlorine, nitrogen oxides and sulfur oxides. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Generally, the induction of vomiting is NOT recommended outside of a physician's care due to the risk of aspirating the chemical into the victim's lungs. However, if the victim is conscious and not convulsing and if medical help is not readily available, consider the risk of inducing vomiting because of the high toxicity of the chemical ingested. Ipecac syrup or salt water may be used in such an emergency. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Aminazine
Chlorpromazine hydrochloride Use and Manufacturing
By 2-chlorophenothiazine [92-39-7] condensation and salt formation. 1. Condensation Add 2-chlorophenothiazine and toluene in the reaction pot, then add sodium hydroxide, stir and heat to reflux, remove the water, dropwise add the toluene solution of 1-chloro-3-dimethylaminopropane at 110 ℃ , Toluene was recovered under reduced pressure to obtain chlorpromazine, C17H19CIN2S, [50-53-3]. 2. Salt formation Stir and heat chlorpromazine and isopropanol to 40 ℃, pass dry hydrogen chloride to pH 4-5, that is, form salt to obtain chlorpromazine hydrochloride.
Used as an Antiemetic, Antipsychotic
10H-Phenothiazine-10-propanamine, 2-chloro-N,N-dimethyl-, hydrochloride (1:1): ACTIVE
Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:355.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:354.0724252
Monoisotopic Mass:354.0724252
Topological Polar Surface Area:31.8
Heavy Atom Count:22
Complexity:339
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
This product is a phenothiazine antipsychotic, and its mechanism of action is mainly related to its blocking of dopamine receptors (DA2) in the mesolimbic system and mesocortical pathways. It has a blocking effect on dopamine (DA1) receptors, 5-hydroxytryptamine receptors, M-type acetylcholine receptors, and α-adrenaline receptors. At low doses, it can inhibit dopamine receptors in the medulla oblongata emetic chemoreceptor area, and at high doses, it can directly inhibit the vomiting center, producing a powerful antiemetic effect. It inhibits the body temperature regulation center, lowering the body temperature, which can change with changes in the external environment. It blocks the action of peripheral α-adrenaline receptors, causing blood vessels to dilate, causing a drop in blood pressure, and also has a certain effect on the endocrine system.
Registered Holders
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MAITHRI LABORATORIES PRIVATE LTD
Active
United States
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DASAMI LAB PRIVATE LTD
Active
United States
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ENALTEC LABS PRIVATE LTD
Active
United States
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