{"id":48479,"date":"2024-05-09T16:34:22","date_gmt":"2024-05-09T08:34:22","guid":{"rendered":"http:\/\/www.newtopchem.com\/archives\/48479"},"modified":"2024-05-09T16:34:22","modified_gmt":"2024-05-09T08:34:22","slug":"d-penicillamine","status":"publish","type":"post","link":"http:\/\/www.newtopchem.com\/archives\/48479","title":{"rendered":"D-(-)-Penicillamine","gt_translate_keys":[{"key":"rendered","format":"text"}]},"content":{"rendered":"<p><img decoding=\"async\" loading=\"lazy\" class=\"alignnone size-full wp-image-48478\" src=\"http:\/\/www.newtopchem.com\/wp-content\/uploads\/2024\/05\/a31e9c20c4f6411e879b9bbfa672e7b3.gif\" width=\"179\" height=\"227\" alt=\"D-(-)-Penicillamine structural formula\" \/><\/p>\n<p>Structural formula<\/p>\n<table class=\"summary-table table table-striped table-bordered\">\n<col width=\"90\" \/>\n<tbody>\n<tr>\n<th scope=\"row\">Business number<\/th>\n<td>015L<\/td>\n<\/tr>\n<tr>\n<th scope=\"row\">Molecular formula<\/th>\n<td>C5H11NO2S<\/td>\n<\/tr>\n<tr>\n<th scope=\"row\">Molecular weight<\/th>\n<td>149.21<\/td>\n<\/tr>\n<tr>\n<th scope=\"row\">label<\/th>\n<td>\n<p>                         D-Penicillamine,<\/p>\n<p>                         \u03b2-mercaptovaline,<\/p>\n<p>                         Penicillamine,<\/p>\n<p>                         dimethylcysteine,<\/p>\n<p>                         penicamine,<\/p>\n<p>                         3,3-Dimethyl-D(-)-cysteine,<\/p>\n<p>                         D-Penicillamine,<\/p>\n<p>                         3,3-Dimethyl-D-cysteine,<\/p>\n<p>                         3-Mercapto-D-valine,<\/p>\n<p>                         D-(\u2212)-2-Amino-3-mercapto-3-methylbutanoic acid<\/p>\n<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n<ul class=\"nav nav-tabs\">\n<li class=\"active\"><a href=\"#bh\">Numbering system<\/a><\/li>\n<li><a href=\"#wx\">Physical property data<\/a><\/li>\n<li><a href=\"#dl\">Toxicological data<\/a><\/li>\n<li><a href=\"#st\">Ecological data<\/a><\/li>\n<li><a href=\"#fz\">Molecular structure data<\/a><\/li>\n<li><a href=\"#js\">Computing chemical data<\/a><\/li>\n<li class=\"dropdown pull-right\">\n                     <a href=\"\" class=\"dropdown-toggle\">More <span class=\"caret\"><\/span><\/a><\/p>\n<ul class=\"dropdown-menu\" role=\"menu\">\n<li><a href=\"#xz\">Properties and Stability<\/a><\/li>\n<li><a href=\"#zc\">Storage method<\/a><\/li>\n<li><a href=\"#hc\">Synthesis method<\/a><\/li>\n<li><a href=\"#yt\">Purpose<\/a><\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<h2 id=\"bh\">Numbering system<\/h2>\n<p><b>CAS number:<\/b>52-67-5<\/p>\n<p><b>MDL number:<\/b>MFCD00064302<\/p>\n<p><b>EINECS number:<\/b>200-148-8<\/p>\n<p><b>RTECS number:<\/b>YV9425000<\/p>\n<p><b>BRN number:<\/b>1722375<\/p>\n<p><b>PubChem number:<\/b>24898564<\/p>\n<h2 id=\"wx\">Physical property data<\/h2>\n<p><p>1. Appearance: White crystalline powder,<\/p>\n<p>2. Density (g\/mL, 25\/4\u2103): Undetermined<\/p>\n<p>3. Relative vapor density (g\/  mL, air = 1): Undetermined<\/p>\n<p>4. Melting point (\u00baC): 202\uff5e206<\/p>\n<p>5. Boiling point (\u00baC, normal pressure): Undetermined<\/p>\n<p>6. Boiling point (\u00baC, 5.2kPa): 169\u2103 (756mmHg)<\/p>\n<p>7. Refractive index: 1.5310<\/p>\n<p>8. Flash point (\u00baC): 73<\/p>\n<p>9. Specific optical rotation (\u00ba,): 63\u00b0 (C=0.1, in pyridine)<\/p>\n<p>10. Autoignition point or ignition temperature (\u00baC): Undetermined<\/p>\n<p>11. Vapor pressure (kPa, 25\u00baC): 1.68mPa<\/p>\n<p>12. Saturated vapor pressure (kPa, 60\u00baC): Undetermined<\/p>\n<p>13. Heat of combustion (KJ\/mol):  Undetermined<\/p>\n<p>14. Critical temperature (\u00baC): Undetermined<\/p>\n<p>15. Critical pressure (KPa): Undetermined<\/p>\n<p>16. Oil and water (octanol\/  Log value of the distribution coefficient (water): Undetermined<\/p>\n<p>17. Explosion upper limit (%, V\/V): Undetermined<\/p>\n<p>18. Explosion lower limit (%, V\/V):  Undetermined<\/p>\n<p>19. Solubility: Easily soluble in water, slightly soluble in ethanol, insoluble in chloroform and ether.  <\/p>\n<\/p>\n<h2 id=\"dl\">Toxicological data<\/h2>\n<p>\n     The median lethal dose (rat, oral) is &gt;10000 mg\/kg.  The LD50 of intravenous injection in mice is 2289 mg, kg.\n     <\/p>\n<h2 id=\"st\">Ecological data<\/h2>\n<p>\n     None yet\n     <\/p>\n<h2 id=\"fz\">Molecular structure data<\/h2>\n<p><p>1. Molar refractive index: 38.13<\/p>\n<p>2. Molar volume (cm<sup>3<\/sup>\/mol): 123.8<\/p>\n<p>3. Isotonic specific volume (90.2K  ): 326.2<\/p>\n<p>4. Surface tension (dyne\/cm): 48.1<\/p>\n<p>5. Polarizability (10-24cm3): 15.11<\/p>\n<\/p>\n<h2 id=\"js\">Compute chemical data<\/h2>\n<p><p>1. Reference value for hydrophobic parameter calculation (XlogP): None<\/P><\/p>\n<p>2. Number of hydrogen bond donors: 3<\/p>\n<p>3. Number of hydrogen bond acceptors: 4<\/p>\n<p>4. Number of rotatable chemical bonds: 2<\/p>\n<p>5. Number of tautomers: none<\/p>\n<p>6. Topological molecule polar surface area 64.3<\/p>\n<p>7. Number of heavy atoms: 9<\/p>\n<p>8. Surface charge: 0<\/p>\n<p>9. Complexity: 124<\/p>\n<p>10. Number of isotope atoms: 0<\/p>\n<p>11. Determine the number of atomic stereocenters: 1<\/p>\n<p>12. Uncertain number of atomic stereocenters: 0<\/p>\n<p>13. Determine the number of chemical bond stereocenters: 0  <\/p>\n<p>14. Number of uncertain chemical bond stereocenters: 0<\/p>\n<p>15. Number of covalent bond units: 1<\/p>\n<\/p>\n<h2 id=\"xz\">Properties and stability<\/h2>\n<p><p>Hydrochloride is easily hygroscopic, with a melting point of 177.5\u00b0C (decomposition).  Allergy testing is required before use.  <\/p>\n<\/p>\n<h2 id=\"zc\">Storage method<\/h2>\n<p><p>Should be sealed and stored dry at 4\u00b0C.  <\/p>\n<\/p>\n<h2 id=\"hc\">Synthesis method<\/h2>\n<p><p>Produced by degradation or synthesis of penicillin.  It is derived from the hydrolysis of penicillin G potassium salt.  <\/p>\n<\/p>\n<h2 id=\"yt\">Purpose<\/h2>\n<p><p>It is a detoxifying agent for heavy metals such as copper, mercury and copper. It is also used to treat autoimmune diseases such as hepatolenticular degeneration (Wilson&#8217;s disease) and rheumatoid arthritis caused by copper deposition in tissues.  It is contraindicated in patients with penicillin allergy, hematopoietic dysfunction, and renal insufficiency.  <\/p>\n<\/p>\n<p>     extended-reading:<a href=\"https:\/\/www.bdmaee.net\/lupragen-n302-catalyst-basf\/\">https:\/\/www.bdmaee.net\/lupragen-n302-catalyst-basf\/<\/a><\/br>extended-reading:<a href=\"https:\/\/www.newtopchem.com\/archives\/39778\">https:\/\/www.newtopchem.com\/archives\/39778<\/a><\/br>extended-reading:<a href=\"https:\/\/www.cyclohexylamine.net\/dabco-mp601-delayed-equilibrium-catalyst\/\">https:\/\/www.cyclohexylamine.net\/dabco-mp601-delayed-equilibrium-catalyst\/<\/a><\/br>extended-reading:<a href=\"https:\/\/www.newtopchem.com\/archives\/44134\">https:\/\/www.newtopchem.com\/archives\/44134<\/a><\/br>extended-reading:<a href=\"https:\/\/www.newtopchem.com\/archives\/987\">https:\/\/www.newtopchem.com\/archives\/987<\/a><\/br>extended-reading:<a href=\"https:\/\/www.newtopchem.com\/archives\/685\">https:\/\/www.newtopchem.com\/archives\/685<\/a><\/br>extended-reading:<a href=\"https:\/\/www.morpholine.org\/bismuth-2-ethylhexanoate\/\">https:\/\/www.morpholine.org\/bismuth-2-ethylhexanoate\/<\/a><\/br>extended-reading:<a href=\"https:\/\/www.bdmaee.net\/teda-l33b-polyurethane-amine-catalyst-tosoh\/\">https:\/\/www.bdmaee.net\/teda-l33b-polyurethane-amine-catalyst-tosoh\/<\/a><\/br>extended-reading:<a href=\"https:\/\/www.bdmaee.net\/wp-content\/uploads\/2022\/08\/MS-glue-special-catalyst-MS-glue-catalyst-paint-catalyst.pdf\">https:\/\/www.bdmaee.net\/wp-content\/uploads\/2022\/08\/MS-glue-special-catalyst-MS-glue-catalyst-paint-catalyst.pdf<\/a><\/br>extended-reading:<a href=\"https:\/\/www.bdmaee.net\/tegoamin-dmea-catalyst-cas108-01-0-degussa-ag\/\">https:\/\/www.bdmaee.net\/tegoamin-dmea-catalyst-cas108-01-0-degussa-ag\/<\/a><\/p>\n","protected":false,"gt_translate_keys":[{"key":"rendered","format":"html"}]},"excerpt":{"rendered":"<p>Structural formula Business number 015L Molecular formu&#8230;<\/p>\n","protected":false,"gt_translate_keys":[{"key":"rendered","format":"html"}]},"author":1,"featured_media":48478,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":[],"categories":[6],"tags":[15206],"gt_translate_keys":[{"key":"link","format":"url"}],"_links":{"self":[{"href":"http:\/\/www.newtopchem.com\/wp-json\/wp\/v2\/posts\/48479"}],"collection":[{"href":"http:\/\/www.newtopchem.com\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"http:\/\/www.newtopchem.com\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"http:\/\/www.newtopchem.com\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"http:\/\/www.newtopchem.com\/wp-json\/wp\/v2\/comments?post=48479"}],"version-history":[{"count":0,"href":"http:\/\/www.newtopchem.com\/wp-json\/wp\/v2\/posts\/48479\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"http:\/\/www.newtopchem.com\/wp-json\/wp\/v2\/media\/48478"}],"wp:attachment":[{"href":"http:\/\/www.newtopchem.com\/wp-json\/wp\/v2\/media?parent=48479"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"http:\/\/www.newtopchem.com\/wp-json\/wp\/v2\/categories?post=48479"},{"taxonomy":"post_tag","embeddable":true,"href":"http:\/\/www.newtopchem.com\/wp-json\/wp\/v2\/tags?post=48479"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}