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CAS:18883-66-4 C8H15N3O7 Streptozocin CAS:18883-66-4 C8H15N3O7 CAS:18883-66-4
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- Appearance:white poweder
- Application:CAS:18883-66-4 C8H15N3O7 Streptozocin
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| Streptozocin Basic information |
| Product Name: | Streptozocin |
| Synonyms: | N-(METHYLNITROSOCARBAMOYL)-A-D-GLUCOSAMINE;N-(METHYLNITROSOCARBAMOYL)-ALPHA-D-GLUCOSAMINE;N-(METHYLNITROSOCARBAMOYL)-ALPHA-GLUCOSAMINE;STZ;STREPTOZOCIN;STREPTOZOTOCIN;STR;ZANOSAR |
| CAS: | 18883-66-4 |
| MF: | C8H15N3O7 |
| MW: | 265.22 |
| EINECS: | 242-646-8 |
| Product Categories: | Active Pharmaceutical Ingredients;Antibiotic Explorer;Peptide Synthesis/Antibiotics;ZANOSAR;antibiotic |
| Mol File: | 18883-66-4.mol |
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|
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| Streptozocin Chemical Properties |
| mp | 121 °C (dec.)(lit.) |
| storage temp. | −20°C |
| Water Solubility | soluble |
| Merck | 13,8912 |
| EPA Substance Registry System | D-Glucose, 2-deoxy-2-[[(methylnitrosoamino) carbonyl]amino]-(18883-66-4) |
| Safety Information |
| Hazard Codes | Xn,T |
| Risk Statements | 40-61-46-45-22-20/21/22 |
| Safety Statements | 36/37-53-45-36-22 |
| RIDADR | 3249 |
| WGK Germany | 3 |
| RTECS | LZ5775000 |
| F | 3-10-21 |
| HazardClass | 6.1(b) |
| PackingGroup | III |
| Hazardous Substances Data | 18883-66-4(Hazardous Substances Data) |
| MSDS Information |
| Provider | Language |
|---|---|
| 2-Desoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose | English |
| SigmaAldrich | English |
| ACROS | English |
| Streptozocin Usage And Synthesis |
| Physical and chemical properties | Light yellow crystalline powder, soluble in water, but its water solution is very unstable at room temperature,which can be broken down intothe gas evaporates after a half-hour , it takes using now. Dissolved in lower alcohols and ketones degrees, insoluble in polar organic solvents. |
| History of discovery | Streptozocin is produced by streptococcal bacteria ,it is natural compound which has a specific toxicity on mammalian insulin-producing pancreas islet B cells, it is a nitrosourea antibiotic, it is different from fat-soluble nitrosourea ,in chloroethyl place it is a methyl group at the other end of the molecule it is an amino sugar, Streptozocin can break down reactive methyl positive carbon ions alone, and forms cross-links between the chains with DNA , so that it can lead to the DNA alkylation, but its alkylation is weaker than other nitrosourea drugs, and its metabolite methylsulfinyl nitrosourea’s alkylation is 3 to 4 times stronger than its STZ . STZ can form isocyanates in the body . It can combine with Nucleic acid protein and thereby inhibit DNA polymerase vitality,to make it difficult to repair damaged DNA. In the late 1950s,it was discovered at the beginning considered to be an antibiotic, scientists from the pharmaceutical company Upjohn in Kalamazoo (now a subsidiary of Pfizer) found STZ in the soil Streptomyces strains. In the mid-1960s, it was discovered that Streptozocin has specific toxicity on insulin-producing pancreatic B cells . This discovery makes STZ later used in animal model of diabetes and used to treat pancreatic B cell tumors.from 1860s to the 1870s, the US National Cancer Institute began to study Streptozocin application in chemotherapy. Upjohn Company in November 1976 applied for FDA approval for its treatment of pancreatic cancer, and in July 1982 it was approved. After that ,it has been using the trade name Zanosar. It is used to treat pancreatic islet cell tumors (β cells or non-β cell carcinoma) clinically, it has a certain effect on for carcinoid tumor, Hodgkin's disease, colon cancer and liver cancer . It is used to Establish an animal model of type 1 diabetes in medical research. |
| Animal diabetes inducer |
Diabetes is a common metabolic endocrine disease, the main causes are due to relative or absolute lack of insulin, which is characterized by high blood sugar and diabetes. Experimental drugs can be used (such as alloxan and Streptozocin , etc.) to selectively destroy pancreatic β- cells, resulting in elevated blood glucose levels to make experimental diabetic mice. Streptozocin (referred STZ) is a induced diabetic agent , it has an selectively destructive effect on a certain species of animals islet β cells ,which can induce diabetes in many animals, but they do not include the guinea pigs and humans, the general manufacture of animal models usually uses rats and mice. Foreign scholars reported that the incidence of diabetes in male rats selected manufacturing model is significantly higher than in female rats. Type 1 diabetes and type 2 diabetes animal models preparation is related to STZ injection dose: when bolus injection, as a direct result of the extensive destruction of pancreatic β cells,it can cause type 1 diabetes model; and when a relatively small amount STZ injection, since it just destroys part of the islet β cell function, resulting in peripheral tissues insensitive to insulin , while giving high-calorie diet, the combination will induce a animal model whose pathological, physiological changes are both close to human type 2 diabetes. The above information is edited by the Chemicalbook of Tian Ye. |
| Application | It is a compound containing N- nitroso ,it acts as a nitric oxide donor in pancreatic islets ; it can induce the death of diabetic animal model style of insulin-secreting cells . Efficient DNA methylation agent, can induce chromosome breakage.it has cell toxicity On the neuroendocrine tumor cell lines with the expression of GLUT2 glucose transporter (GLUT2 glucose transporter) . Streptozocin is used for inducing Type 1 diabetes in Medical researches . |
| Chemical Properties | off-white to pale yellow crystalline powder |
| Usage | antineoplastic, alkylating agent |
| Usage | Streptozotocin is used in the treatment metastatic cancer of the pancreatic islet cells. Streptozotocin has a highlrisk of toxicity and is generally limited to cancers that are inoperable. |
| Usage | Streptozotocin is an unusual aminoglycoside containing a nitrosoamino group produced by Streptomyces achromogenes and discovered in 1959 as an antibiotic. The nitrosoamino group enables the metabolite to act as a nitric oxide (NO) donor. NO is an important messenger molecule involved in many physiological and pathological processes in the body. Streptozotocin is also widely used to induce diabetes in rodent models by inhibition of β-cell O-GlcNAcase. |
| Usage | somatostatin octapeptide analog |
| General Description | Off-white powder. Melting point 115°C. Used as an anti-cancer drug. Carcinogenic. |
| Air & Water Reactions | Water soluble. |
| Reactivity Profile | [D-GLUCOSE, 2-DEOXY-2-[[(METHYLNITROSOAMINO)-CARBONYL]AMINO] is weakly basic. Reacts exothermically with acids. Reacts with both strong oxidizing agents and strong reducing agents. |
| Biological Activity | Antibiotic and antitumor agent. Alkylates DNA and induces diabetes mellitus via reduction of nicotinamide adenine dinucleotide in pancreatic β -cells in vivo . |
Details:
| Streptozocin Basic information |
| Product Name: | Streptozocin |
| Synonyms: | N-(METHYLNITROSOCARBAMOYL)-A-D-GLUCOSAMINE;N-(METHYLNITROSOCARBAMOYL)-ALPHA-D-GLUCOSAMINE;N-(METHYLNITROSOCARBAMOYL)-ALPHA-GLUCOSAMINE;STZ;STREPTOZOCIN;STREPTOZOTOCIN;STR;ZANOSAR |
| CAS: | 18883-66-4 |
| MF: | C8H15N3O7 |
| MW: | 265.22 |
| EINECS: | 242-646-8 |
| Product Categories: | Active Pharmaceutical Ingredients;Antibiotic Explorer;Peptide Synthesis/Antibiotics;ZANOSAR;antibiotic |
| Mol File: | 18883-66-4.mol |
|
|
|
| Streptozocin Chemical Properties |
| mp | 121 °C (dec.)(lit.) |
| storage temp. | −20°C |
| Water Solubility | soluble |
| Merck | 13,8912 |
| EPA Substance Registry System | D-Glucose, 2-deoxy-2-[[(methylnitrosoamino) carbonyl]amino]-(18883-66-4) |
| Safety Information |
| Hazard Codes | Xn,T |
| Risk Statements | 40-61-46-45-22-20/21/22 |
| Safety Statements | 36/37-53-45-36-22 |
| RIDADR | 3249 |
| WGK Germany | 3 |
| RTECS | LZ5775000 |
| F | 3-10-21 |
| HazardClass | 6.1(b) |
| PackingGroup | III |
| Hazardous Substances Data | 18883-66-4(Hazardous Substances Data) |
| MSDS Information |
| Provider | Language |
|---|---|
| 2-Desoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose | English |
| SigmaAldrich | English |
| ACROS | English |
| Streptozocin Usage And Synthesis |
| Physical and chemical properties | Light yellow crystalline powder, soluble in water, but its water solution is very unstable at room temperature,which can be broken down intothe gas evaporates after a half-hour , it takes using now. Dissolved in lower alcohols and ketones degrees, insoluble in polar organic solvents. |
| History of discovery | Streptozocin is produced by streptococcal bacteria ,it is natural compound which has a specific toxicity on mammalian insulin-producing pancreas islet B cells, it is a nitrosourea antibiotic, it is different from fat-soluble nitrosourea ,in chloroethyl place it is a methyl group at the other end of the molecule it is an amino sugar, Streptozocin can break down reactive methyl positive carbon ions alone, and forms cross-links between the chains with DNA , so that it can lead to the DNA alkylation, but its alkylation is weaker than other nitrosourea drugs, and its metabolite methylsulfinyl nitrosourea’s alkylation is 3 to 4 times stronger than its STZ . STZ can form isocyanates in the body . It can combine with Nucleic acid protein and thereby inhibit DNA polymerase vitality,to make it difficult to repair damaged DNA. In the late 1950s,it was discovered at the beginning considered to be an antibiotic, scientists from the pharmaceutical company Upjohn in Kalamazoo (now a subsidiary of Pfizer) found STZ in the soil Streptomyces strains. In the mid-1960s, it was discovered that Streptozocin has specific toxicity on insulin-producing pancreatic B cells . This discovery makes STZ later used in animal model of diabetes and used to treat pancreatic B cell tumors.from 1860s to the 1870s, the US National Cancer Institute began to study Streptozocin application in chemotherapy. Upjohn Company in November 1976 applied for FDA approval for its treatment of pancreatic cancer, and in July 1982 it was approved. After that ,it has been using the trade name Zanosar. It is used to treat pancreatic islet cell tumors (β cells or non-β cell carcinoma) clinically, it has a certain effect on for carcinoid tumor, Hodgkin's disease, colon cancer and liver cancer . It is used to Establish an animal model of type 1 diabetes in medical research. |
| Animal diabetes inducer |
Diabetes is a common metabolic endocrine disease, the main causes are due to relative or absolute lack of insulin, which is characterized by high blood sugar and diabetes. Experimental drugs can be used (such as alloxan and Streptozocin , etc.) to selectively destroy pancreatic β- cells, resulting in elevated blood glucose levels to make experimental diabetic mice. Streptozocin (referred STZ) is a induced diabetic agent , it has an selectively destructive effect on a certain species of animals islet β cells ,which can induce diabetes in many animals, but they do not include the guinea pigs and humans, the general manufacture of animal models usually uses rats and mice. Foreign scholars reported that the incidence of diabetes in male rats selected manufacturing model is significantly higher than in female rats. Type 1 diabetes and type 2 diabetes animal models preparation is related to STZ injection dose: when bolus injection, as a direct result of the extensive destruction of pancreatic β cells,it can cause type 1 diabetes model; and when a relatively small amount STZ injection, since it just destroys part of the islet β cell function, resulting in peripheral tissues insensitive to insulin , while giving high-calorie diet, the combination will induce a animal model whose pathological, physiological changes are both close to human type 2 diabetes. The above information is edited by the Chemicalbook of Tian Ye. |
| Application | It is a compound containing N- nitroso ,it acts as a nitric oxide donor in pancreatic islets ; it can induce the death of diabetic animal model style of insulin-secreting cells . Efficient DNA methylation agent, can induce chromosome breakage.it has cell toxicity On the neuroendocrine tumor cell lines with the expression of GLUT2 glucose transporter (GLUT2 glucose transporter) . Streptozocin is used for inducing Type 1 diabetes in Medical researches . |
| Chemical Properties | off-white to pale yellow crystalline powder |
| Usage | antineoplastic, alkylating agent |
| Usage | Streptozotocin is used in the treatment metastatic cancer of the pancreatic islet cells. Streptozotocin has a highlrisk of toxicity and is generally limited to cancers that are inoperable. |
| Usage | Streptozotocin is an unusual aminoglycoside containing a nitrosoamino group produced by Streptomyces achromogenes and discovered in 1959 as an antibiotic. The nitrosoamino group enables the metabolite to act as a nitric oxide (NO) donor. NO is an important messenger molecule involved in many physiological and pathological processes in the body. Streptozotocin is also widely used to induce diabetes in rodent models by inhibition of β-cell O-GlcNAcase. |
| Usage | somatostatin octapeptide analog |
| General Description | Off-white powder. Melting point 115°C. Used as an anti-cancer drug. Carcinogenic. |
| Air & Water Reactions | Water soluble. |
| Reactivity Profile | [D-GLUCOSE, 2-DEOXY-2-[[(METHYLNITROSOAMINO)-CARBONYL]AMINO] is weakly basic. Reacts exothermically with acids. Reacts with both strong oxidizing agents and strong reducing agents. |
| Biological Activity | Antibiotic and antitumor agent. Alkylates DNA and induces diabetes mellitus via reduction of nicotinamide adenine dinucleotide in pancreatic β -cells in vivo . |
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