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| CAS No.: | 57-62-5 |
|---|---|
| Name: | Chlorotetracycline |
| Molecular Structure: | |
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| Formula: | C22H23ClN2O8 |
| Molecular Weight: | 478.886 |
| Synonyms: | 2-Naphthacenecarboxamide,7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-(7CI,8CI);2-Naphthacenecarboxamide,7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-,[4S-(4a,4aa,5aa,6b,12aa)]-;Aureomicina;Aureomycin;Aureomykoin;Aurofac;Aureocina;A-Mycin;Acronize;7-Chlorotetracycline;7-Chlortetracycline;Tri-chlortetracycline;Acronize PD;Chrysomykine;Chlortetracycline;Centraureo;Chlorocyclinum; |
| EINECS: | 200-341-7 |
| Density: | 1.7 g/cm3 |
| Melting Point: | 168.5oC |
| Boiling Point: | 821.078 °C at 760 mmHg |
| Flash Point: | 450.372 °C |
| Solubility: | 0.63g/L(25 oC) |
| Appearance: | Golden yellow crystal powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22 |
| PSA: | 181.62000 |
| LogP: | 1.13930 |
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| Conditions | Yield |
|---|---|
| Gleichgeweicht; |
- 57-62-5
Chlortetracycline
| Conditions | Yield |
|---|---|
| With mercury(II) diacetate; magnesium sulfate; acetic acid; sodium hydroxide In tetrahydrofuran at 50℃; for 48h; | A 17.5% B 34% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide | |
| With potassium hydroxide |
- 57-62-5
Chlortetracycline
- 3811-34-5, 66749-14-2, 66749-15-3
(S)-4-((1S)-4-carbamoyl-2t-dimethylamino-3,6ξ-dihydroxy-5-oxo-cyclohex3-en-r-yl)-3-((S)-7-chloro-4-hydroxy-1-methyl-3-oxo-phthalan-1-yl)-butyric acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium dithionite β-aureomycinic acid; | |
| With sodium hydroxide; sodium dithionite α-aureomycinic acid; | |
| With sodium hydroxide; zinc β-aureomycinic acid; |
| Conditions | Yield |
|---|---|
| Behandeln des Reaktionsprodukts mit KMnO4; |
| Conditions | Yield |
|---|---|
| With palladium on activated charcoal; 2-methoxy-ethanol; triethylamine Hydrogenation; | |
| With 1,4-dioxane; methanol; palladium on activated charcoal Hydrogenation; |
- 57-62-5
Chlortetracycline
- 1665-56-1, 7518-17-4
anhydrotetracycline
| Conditions | Yield |
|---|---|
| With hydrogen iodide |
- 57-62-5
Chlortetracycline
- 4497-08-9
(4S,4aS,12aS)-7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide
| Conditions | Yield |
|---|---|
| With hydrogenchloride |
- 57-62-5
Chlortetracycline
- 14297-93-9
4-epi chlortetracycline
| Conditions | Yield |
|---|---|
| With sodium dihydrogenphosphate; N,N-dimethyl-formamide |
- 57-62-5
Chlortetracycline
- 3811-33-4, 66749-13-1
(S)-4-(4-carbamoyl-2,3,5-trihydroxy-phenyl)-3-((S)-7-chloro-4-hydroxy-1-methyl-3-oxo-phthalan-1-yl)-butyric acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide |
- 82-38-2Disperse Red 9
- 2215-89-64,4'-Oxybisbenzoic acid
- 74-11-3Benzoic acid, 4-chloro-
- 78-90-01,2-Propanediamine
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- 21172-41-8Benzenepropanal,3-(trifluoromethyl)-
- 614-45-9tert-Butyl peroxybenzoate
- 63612-50-0Nilutamide
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
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Specification
The Chlortetracycline, with the CAS registry number 57-62-5, is also known as 7-Chlorotetracycline. It belongs to the product categories of Pharmaceuticals. Its EINECS registry number is 200-341-7. This chemical's molecular formula is C22H23ClN2O8 and molecular weight is 478.88. Its IUPAC name is called (4S,4αS,5αS,6S,12αS,Z)-2-[amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-6,10,11,12α-tetrahydroxy-6-methyl-4α,5,5α,6-tetrahydrotetracene-1,3,12(2H,4H,12αH)-trione. This chemical's classification codes are Agricultural Chemical; Anti-Bacterial Agents; Anti-Infective Agents; Antibacterial; Antiparasitic Agents; Antiprotozoal; Antiprotozoal agents; Drug / Therapeutic Agent; Enzyme Inhibitors; Fungicide, bactericide, wood preservative; Protein Synthesis Inhibitors; Reproductive Effect. When you are using this chemical, please be cautious about it. This chemical may cause damage to health. It is harmful if swallowed.
Physical properties of Chlortetracycline: (1)ACD/LogP: 1.32; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -3; (4)ACD/LogD (pH 7.4): -4; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 10; (10)#H bond donors: 7; (11)#Freely Rotating Bonds: 7; (12)Index of Refraction: 1.745; (13)Molar Refractivity: 113.915 cm3; (14)Molar Volume: 281.089 cm3; (15)Surface Tension: 101.962 dyne/cm; (16)Density: 1.704 g/cm3; (17)Flash Point: 450.372 °C; (18)Enthalpy of Vaporization: 125.108 kJ/mol; (19)Boiling Point: 821.078 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.
Preparation: this chemical can be prepared by Streptomyces (Streptomyces aureofacieus). This reaction will need solvent ethanol.
Chlortetracycline (trade name Aureomycin, Lederle) is a tetracycline antibiotic, and was the first tetracycline to be discovered. In veterinary medicine, it is commonly used to treat conjunctivitis in cats. What's more, this chemical can be used to inhibit gram-positive and electronegative bacterium, can treat typhoid, white scour and other diseases. It also can be used as promoting growth agent.
You can still convert the following datas into molecular structure:
(1)SMILES: CN(C)[C@@H]2C(\O)=C(\C(N)=O)C(=O)[C@@]3(O)C(/O)=C4/C(=O)c1c(O)ccc(Cl)c1[C@@](C)(O)[C@H]4C[C@@H]23
(2)InChI: InChI=1/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31)/t7-,8-,15-,21-,22-/m0/s1
(3)InChIKey: CYDMQBQPVICBEU-XRNKAMNCBT
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | intravenous | 150mg/kg (150mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 52, 1959. | |
| dog | LD50 | oral | 750mg/kg (750mg/kg) | Antimicrobial Agents Annual. Vol. -, Pg. 595, 1960. | |
| guinea pig | LDLo | intraperitoneal | 1800mg/kg (1800mg/kg) | Antibiotiki. Vol. 20, Pg. 793, 1975. | |
| mouse | LD50 | intracrebral | 48mg/kg (48mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: EXCITEMENT MUSCULOSKELETAL: CHANGES IN TEETH AND SUPPORTING STRUCTURES | Chemotherapy Vol. 26, Pg. 196, 1980. |
| mouse | LD50 | intravenous | 134mg/kg (134mg/kg) | Antibiotics and Chemotherapy Vol. 6, Pg. 623, 1956. | |
| mouse | LD50 | oral | 1500mg/kg (1500mg/kg) | Antimicrobial Agents Annual. Vol. -, Pg. 595, 1960. | |
| mouse | LDLo | intraperitoneal | 192mg/kg (192mg/kg) | Compilation of LD50 Values of New Drugs. | |
| mouse | LDLo | subcutaneous | 3gm/kg (3000mg/kg) | Antibiotics and Chemotherapy Vol. 6, Pg. 623, 1956. | |
| rat | LD50 | intravenous | 118mg/kg (118mg/kg) | Antibiotics and Chemotherapy Vol. 6, Pg. 623, 1956. | |
| rat | LDLo | intraperitoneal | 335mg/kg (335mg/kg) | Compilation of LD50 Values of New Drugs. | |
| rat | LDLo | oral | 3gm/kg (3000mg/kg) | Journal of Agricultural and Food Chemistry. Vol. 17, Pg. 497, 1969. |