NCI-C01752
chlorpropamide
CAS: 94-20-2
Molecular Formula: C10H13ClN2O3S
NCI-C01752 - Names and Identifiers
| Name | chlorpropamide |
| Synonyms | Oradian NCI-C01752 chlorpropamide 1-(4-Chlorophenylsulfonyl)-3-propylurea n-propyl-n'-(p-chlorobenzenesulfonyl)urea N-(p-Chlorobenzenesulfonyl)-N'-propylurea n-Propyl-N'-(p-chlorobenzenesulfonyl)urea 1-(4-chlorobenzenesulphonyl)-3-propylurea n-(p-chlorobenzenesulfonyl)-n'-propylurea n-propyl-n'-p-chlorphenylsulfonylcarbamide n-Propyl-N'-p-chlorophenylsulfonylcarbamide |
| CAS | 94-20-2 |
| EINECS | 202-314-5 |
| InChI | InChI=1/C10H13ClN2O3S/c1-2-7-12-10(14)13-17(15,16)9-5-3-8(11)4-6-9/h3-6H,2,7H2,1H3,(H2,12,13,14) |
NCI-C01752 - Physico-chemical Properties
| Molecular Formula | C10H13ClN2O3S |
| Molar Mass | 276.74 |
| Density | 1.3046 (rough estimate) |
| Melting Point | 128 °C |
| Boling Point | 302°C (rough estimate) |
| Water Solubility | Soluble in ethanol (1:12), acetone (1:5), chloroform (1:9) and solutions of alkali hydroxides. Does not mix well with water. |
| Solubility | Chloroform (Sparingly), Methanol (Slightly) |
| Appearance | neat |
| Color | White to Light Yellow |
| Merck | 14,2186 |
| pKa | pKa 4.8 (Uncertain) |
| Storage Condition | Sealed in dry,Room Temperature |
| Stability | Stable. Combustible. |
| Refractive Index | 1.6300 (estimate) |
| MDL | MFCD00079004 |
| Physical and Chemical Properties | White crystalline powder. Melting point 127-129 ℃. Soluble in chloroform and acetone, slightly soluble in ether and benzene, solubility in water at pH 6 is 2.2 mg/ml, insoluble in water at pH 7.3. Odorless, tasteless. |
| Use | Used as a hypoglycemic agent |
NCI-C01752 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R40 - Limited evidence of a carcinogenic effect |
| Safety Description | S22 - Do not breathe dust. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | YS6650000 |
| HS Code | 29350090 |
| Toxicity | LD50 i.p. in rats: 580 mg/kg (Goldenthal) |
NCI-C01752 - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | Chlorpropamide is crystallized from dilute ethanol. Melting point 127~129 ℃,UVmax232.5nm(0.01mol/L hydrochloric acid). Soluble in alcohol, chloroform, slightly soluble in ether, benzene, pH = 6 soluble in water, pH = 7.3 insoluble in water. Chlorpropamide is a sulfonylurea oral hypoglycemic drugs, also known as "P-607". By promoting insulin secretion to reduce blood sugar, not metabolized by the liver degradation, to the prototype slowly excreted by the kidney, it has a more sustained hypoglycemic effect. It is a long-acting hypoglycemic drug. For non-insulin-dependent diabetes mellitus. In addition, chlorpropamide also has the effect of promoting the secretion of antidiuretic hormone, and is also used for diabetes insipidus. Common side effects are increased gastric acid secretion, causing Nausea, Abdominal Pain, Diarrhea, occasional rash, drug fever, skin erythema, allergic dermatitis and urticaria, large doses can cause mental confusion, dizziness, ataxia, weakness, etc. Can cause cholestatic jaundice, serum alkaline phosphatase increased, edema with hyponatremia and hypothyroidism. Figure 1 is the structural formula of chlorpropamide |
| preparation method | after P-chlorobenzenesulfonamide reacts with ethyl chloroformate and potassium carbonate, the product is heated with propylamine, it can also be obtained by reacting propylaminomethyl azide with equimolar sodium p-chlorobenzene sulfonate at 120 ° C. For 1.5 hours. |
| pharmacokinetics | Chlorpropamide is rapidly absorbed from the gastrointestinal tract after oral administration and appears in the blood after 1 hour, 2~4 hours to reach the peak, and plasma protein binding, most in the form of the original form of discharge from the urine, part of the metabolism of chlorobenzene sulfonamide from the urine after discharge. Half-Life of 24~72 hours, 96 hours out of 85%. If the daily oral 250mg ~ 500mg, in 4 days of blood drug concentration reached the peak, the strongest effect in 10 hours after taking the drug, 24 hours is still effective, the effect of sustainable 72 hours. If the continuous use of 16 days, 20 days after stopping the drug can be completely excreted, so long-term use only 1 times a day. |
| Use | 1. For polyuria. This product is astringent urine, and is used for polyuria and polydipsia caused by deficiency of spleen and kidney and loss of absorption of ascending and clearing solids. 2. Used for diabetes. It is mostly used for polydipsia, polyphagia, polyuria, Polyuria caused by deficiency of kidney-Qi, dryness and burning of lung and stomach, and no right of bladder restraint, or for diabetes with only polyuria or sweet urine. sulfonylureas oral hypoglycemic agents. The effect is strong and lasting, mainly selectively acting on islet-β-cells, promoting the secretion of islets and lowering blood sugar. For diabetes. Chlorpropamide has relatively large side effects, so the use of the drug has a trend of decreasing year by year. used as hypoglycemic agent |
| usage and dosage | diabetes mellitus: oral, 0.1~0.3g daily, before breakfast, the interval between dose increase and decrease is at least 10 days, and the dose is decreased when the blood glucose is normal. Diabetes insipidus: oral, daily 0.25~0.5g, divided into 2 |
| Use attention | if used for polyuria, one oral antidiuretic should be added to the treatment plan to avoid hunger, dizziness, sweating, Fatigue collapse syndrome. During the treatment, the patient should eat regularly and avoid drinking alcohol. During medication should be regularly measured blood glucose, urine sugar, urine ketone body, urine protein and liver and kidney function. Should not be in the evening, especially should not be taken on an empty stomach. |
| adverse reactions | individual occurrence of hunger, dizziness, sweating, Fatigue collapse syndrome. Notable for diarrhea, Nausea, Vomit, Head Pain, stomach pain or discomfort; Occasionally rash; Individual visible jaundice, severe fatigue. (2016-01-24) |
| contraindication | weak, high fever, Nausea, Vomit, gall gas, elderly should be used with caution. Pregnant women, diabetes patients with phlegm dampness toxin inside, even Coma, severe burns, trauma and major surgery, heart, liver and kidney deficiency patients, allergic to sulfa drugs disabled. |
| production method | sodium salt of p-chlorobenzenesulfonyl propionyl urea is obtained by reacting p-chlorobenzenesulfonamide with butanamide. Then acidified and refined with hydrochloric acid to obtain the finished product. Another method uses p-chlorobenzenesulfonamide, propyl isocyanate and triethylamine as raw materials. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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