US2082233A - Manufacture of preparations having an anti-emetic action - Google Patents
Manufacture of preparations having an anti-emetic action Download PDFInfo
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- US2082233A US2082233A US714584A US71458434A US2082233A US 2082233 A US2082233 A US 2082233A US 714584 A US714584 A US 714584A US 71458434 A US71458434 A US 71458434A US 2082233 A US2082233 A US 2082233A
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- 230000003474 anti-emetic effect Effects 0.000 title description 11
- 238000002360 preparation method Methods 0.000 title description 11
- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000000243 solution Substances 0.000 description 31
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 27
- 150000003839 salts Chemical class 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000000084 colloidal system Substances 0.000 description 12
- 229910052684 Cerium Inorganic materials 0.000 description 10
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 10
- 229960001759 cerium oxalate Drugs 0.000 description 9
- ZMZNLKYXLARXFY-UHFFFAOYSA-H cerium(3+);oxalate Chemical compound [Ce+3].[Ce+3].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O ZMZNLKYXLARXFY-UHFFFAOYSA-H 0.000 description 9
- 230000001681 protective effect Effects 0.000 description 9
- 235000011121 sodium hydroxide Nutrition 0.000 description 9
- 229920000084 Gum arabic Polymers 0.000 description 8
- 241000978776 Senegalia senegal Species 0.000 description 8
- 239000000205 acacia gum Substances 0.000 description 8
- 235000010489 acacia gum Nutrition 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- 150000003891 oxalate salts Chemical class 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- 239000002111 antiemetic agent Substances 0.000 description 5
- 238000000227 grinding Methods 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 5
- 239000001509 sodium citrate Substances 0.000 description 5
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 5
- 229910000722 Didymium Inorganic materials 0.000 description 4
- 241000224487 Didymium Species 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- HSJPMRKMPBAUAU-UHFFFAOYSA-N cerium(3+);trinitrate Chemical compound [Ce+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O HSJPMRKMPBAUAU-UHFFFAOYSA-N 0.000 description 4
- HELHAJAZNSDZJO-OLXYHTOASA-L sodium L-tartrate Chemical compound [Na+].[Na+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O HELHAJAZNSDZJO-OLXYHTOASA-L 0.000 description 4
- 239000001433 sodium tartrate Substances 0.000 description 4
- 229960002167 sodium tartrate Drugs 0.000 description 4
- 235000011004 sodium tartrates Nutrition 0.000 description 4
- 102000009027 Albumins Human genes 0.000 description 3
- 108010088751 Albumins Proteins 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000007857 degradation product Substances 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 229910052746 lanthanum Inorganic materials 0.000 description 3
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000001935 peptisation Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- ZSLUVFAKFWKJRC-IGMARMGPSA-N 232Th Chemical compound [232Th] ZSLUVFAKFWKJRC-IGMARMGPSA-N 0.000 description 2
- 229910052776 Thorium Inorganic materials 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- OXHNIMPTBAKYRS-UHFFFAOYSA-H lanthanum(3+);oxalate Chemical class [La+3].[La+3].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O OXHNIMPTBAKYRS-UHFFFAOYSA-H 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- VCXNHCBXRKRKSO-UHFFFAOYSA-J oxalate;thorium(4+) Chemical compound [Th+4].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O VCXNHCBXRKRKSO-UHFFFAOYSA-J 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 230000035935 pregnancy Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 1
- WWSJZGAPAVMETJ-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-ethoxypyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)OCC WWSJZGAPAVMETJ-UHFFFAOYSA-N 0.000 description 1
- WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
- ZRPAUEVGEGEPFQ-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2 ZRPAUEVGEGEPFQ-UHFFFAOYSA-N 0.000 description 1
- WTFUTSCZYYCBAY-SXBRIOAWSA-N 6-[(E)-C-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-N-hydroxycarbonimidoyl]-3H-1,3-benzoxazol-2-one Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C/C(=N/O)/C1=CC2=C(NC(O2)=O)C=C1 WTFUTSCZYYCBAY-SXBRIOAWSA-N 0.000 description 1
- 150000000703 Cerium Chemical class 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 206010028813 Nausea Diseases 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 206010047700 Vomiting Diseases 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- TYAVIWGEVOBWDZ-UHFFFAOYSA-K cerium(3+);phosphate Chemical compound [Ce+3].[O-]P([O-])([O-])=O TYAVIWGEVOBWDZ-UHFFFAOYSA-K 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- WPUMTJGUQUYPIV-JIZZDEOASA-L disodium (S)-malate Chemical compound [Na+].[Na+].[O-]C(=O)[C@@H](O)CC([O-])=O WPUMTJGUQUYPIV-JIZZDEOASA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 206010025482 malaise Diseases 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 201000003152 motion sickness Diseases 0.000 description 1
- 230000008693 nausea Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- -1 rare earth compounds Chemical class 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 235000019265 sodium DL-malate Nutrition 0.000 description 1
- 239000001394 sodium malate Substances 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 230000008673 vomiting Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/34—Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
- C07C69/36—Oxalic acid esters
Definitions
- cerium nitrate and other soluble cerium salts also cerium oxalate, lanthanum oxalateand didymiumoxalate have been recommended as remedies against sickness during'pregnancy.
- cerium oxalate, lanthanum oxalateand didymiumoxalate have been recommended as remedies against sickness during'pregnancy.
- the more sparingly soluble compounds are in this respect more active than the easily soluble compounds, in the. case of many of which the action is altogether absent.
- the eflicacy of the sparingly soluble compounds of the rare earths can be rendered appreciably more reliable by converting the compounds into the colloidal state.
- the colloidal preparations can be made in various ways.
- the sparingly soluble compounds especially thev sparingly soluble oxalates of the rare earths, such as cerium, didymium and lanthanum oxalates, canbe brought'into colloidal solution in a particularly advantageous manner with the aid of salts of organic polybasic oxyacids.
- Such acids are for example citric acid, malic acid and tartaric acid.
- the operation is facilitated in large degree by working in an alkaline medium, but an alkaline reaction of the solution is less'necessary the higher the'basicity of the oxy-acid.
- the process of peptization and the transformation into colloidal suspension proceed quite satisfactorily even in a neutral solution when conducted in the presence of sodium citrate.
- the proportion of the salt of the organic oxy-acid may vary within wide limits. Even relatively small proportions of a salt of an organic oxy-acid are sufllcient .to peptize the sparingly soluble salts of the rare earths as may be seen from the explanation .which follows hereinafter, e. g; Examples 1 to 6.
- the formation of the colloids is promoted by grinding the mixture in a ball-mill. By grinding alone, without addition of a salt of a polybasic organic oxy-acid it is however not possible to obtain a colloidal solution of, for instance, the oxalates, as will be evident from Examples 1 and 2 hereinafter.
- the sparingly-soluble compounds of the rare earths can also be converted into colloidal form with the aid of the usual protective colloids, such as gum arabic, degradation products of albumin and so on.
- the usual protective colloids such as gum arabic, degradation products of albumin and so on.
- Example 2 I 5 parts of freshly precipitated oxalates of cerium earth metals are ground for 48 hours as in Example 1 together with 1 part. of water and 0.12 part of caustic soda solution of 20 per cent strength, but without a peptizer. No peptization occurs. If there is subsequently added 0.06 part of sodium citrate, the oxalates shortly become peptized and form a colloidal solution.
- Example 3 1 part of freshly precipitated oxalates of cerium earth metals is ground together with 0.05 part of sodium citrate, 0.1 part of caustic soda solution of 20 per cent strength, 1 part of gum arabic' and 1.5 parts of water. A colloidal solution is obtained.
- Example 4 1 part of freshly precipitated oxalates of cerium earth metals is ground together with 0.05 part of sodium tartrate, 0.1 part of caustic soda solution of 20 per cent strength, 1 part of gum arabic and 1.5 parts of water. A colloidal solution is obtained.
- Example 5 4 parts of freshly precipitated cerium oxalateare ground for 48 hours together with 1 part of water, 0.06 part of sodium citrate and 0.12 part of caustic soda solution of 20 per cent strength. A colloidal solution is obtained.
- Example 6 5 parts of freshly precipitated thorium oxalate are ground for 48 hours together with 1 part of water, 0.07 part of sodium citrate and-0.15 part of caustic soda solution of 20 per cent strength. The thorium oxalate passes'into the form of a colloidal solution.
- Example 7 '1 part of the oxalates of cerium earth metals is heated whilst stirring together with 2 parts of sodium tartrate, 10 parts of water and 6 parts of caustic soda solution of 10 per cent strength. A colloidal suspension is formed.
- Example 8 1 part of pure cerium oxalate, 4 parts of sodium malate, 15 parts of water and 3 parts of caustic soda solution of 10 per cent strength are heated to boiling, whereupon the insoluble residue gradually disappears.
- Example 9 1 part of pure didymium oxalate, 2 parts of sodium tartrate, 10 parts of. water and 3 parts or caustic soda solution of 10 per cent strength are heated to boiling whilst stirring. The oxalate gradually-passes into the water.
- Example 10 1 part of pure lanthanum oxalate, 2 parts of sodium tartrate, 10 parts of water and 3 parts of caustic soda solution of 10 per cent strength are'heated to boiling whilst stirring, whereupon the insoluble residue of the oxalate gradually disappears.
- Example 11 To a solution of 10 parts of the nitrates o1 cerium earth metals in 1000 parts of distilled water there is added a solution of 15 parts of oxalic acid and 3 parts of gum arabic in The precipitate which is produced is allowed to settle, washed two or three times with water and-then ground in a ballmill whilst still wet with the addition of 2 parts.
- an oxidation or degradation product of an albumin for example an oxidation or degradation product of an albumin.
- Example 12 To a solution of 10 parts of cerium nitrate in 1000 parts of distilled water there is added a solution of 21 parts of sodium phosphate and 7 parts of gum arabic in 100 parts of water. The precipitate which is produced is washed and ground whilst still wet. After prolonged grinding there is obtained a colloidal solution of cerium phosphate.
- Preparing a colloid of a sparingly soluble salt of cerium comprising treating said salt with an alkaline solution of a salt of an aliphatic polybasic oxy-aci d.
- Preparing a colloid of a sparingly soluble salt of a metal taken from the group thorium, cerium, didymium and lanthanum comprising treating said salt with an alkaline solution of a salt of an aliphatic polybasic oxy-acid.
- a colloidal, sparingly soluble salt of a metal taken from the group cerium, thorium, didymium and lanthanum.
- colloidal cerium oxalate As an anti-emetic, colloidal cerium oxalate.
- An anti-emetic comprising colloidal cerium oxalate as the principal ingredient, and an admixture of a. protective colloid.
- An anti-emetic comprising colloidal cerium oxalate as the principal ingredient, and an admixture of a salt of an aliphatic polybasic oxyacid.
- An anti-emetic comprising colloidal cerium oxalate as the principal'ingredient, and an ad- 1 mixture of a. salt of an aliphatic polybasic oxyacid, and of alkali.
- a preparation having an anti-emetic action which contains cerium oxalate in the.colloidal state with the addition or gum arabic.
- a preparation having an anti-emetic action which contains cerium oxalate in the colloidal state with the addition of an oxidation or degradation product of albumin.
Description
Patented June 193i UNITED STATES I PATEN OFFlCE 'MANUFACTURE OF PREPARATIONS HAVING AN ANTI- EMETIC ACTION of Germany No Drawing. Application March 8, 1934, Serial No. 714,584. In Ge rmany March 8, 1933 9 Claims (01. 167-68 The present invention concerns a manufacture of preparations having an anti-emetic action and it especially concerns the transformation of sparingly soluble compounds of rare earths into a colloidal state.
It is known, that the rare earths and. theircompounds havean anti-emetic action, that is to say they have the ability to reduce nausea. Thus for example cerium nitrate and other soluble cerium salts, also cerium oxalate, lanthanum oxalateand didymiumoxalate have been recommended as remedies against sickness during'pregnancy. The more sparingly soluble compounds are in this respect more active than the easily soluble compounds, in the. case of many of which the action is altogether absent. However, it has proved a disadvantage of the sparingly soluble compounds that their activity is somewhat unreliable; this may be attributed to the fact that they are resorbed in different degrees by any given person depending upon their nature and v upon the composition of the isaliva or of the con-- tents of the stomach.
- By the .present invention the eflicacy of the sparingly soluble compounds of the rare earths can be rendered appreciably more reliable by converting the compounds into the colloidal state. There are thus obtained preparations which read ily form a colloidal solution therefore they are easy to administer, and, especially when used in admixture with substances for improving the taste or for permitting the, preparation to be V shaped, for instance as a pill or tablet, they constitute advantageous remedies for the prevention of vomiting in sea-sickness, during pregnancy and so on.
The colloidal preparations can be made in various ways. The sparingly soluble compounds, especially thev sparingly soluble oxalates of the rare earths, such as cerium, didymium and lanthanum oxalates, canbe brought'into colloidal solution in a particularly advantageous manner with the aid of salts of organic polybasic oxyacids. Such acids are for example citric acid, malic acid and tartaric acid. The operation is facilitated in large degree by working in an alkaline medium, but an alkaline reaction of the solution is less'necessary the higher the'basicity of the oxy-acid. The process of peptization and the transformation into colloidal suspension proceed quite satisfactorily even in a neutral solution when conducted in the presence of sodium citrate. The proportion of the salt of the organic oxy-acid may vary within wide limits. Even relatively small proportions of a salt of an organic oxy-acid are sufllcient .to peptize the sparingly soluble salts of the rare earths as may be seen from the explanation .which follows hereinafter, e. g; Examples 1 to 6. The formation of the colloids is promoted by grinding the mixture in a ball-mill. By grinding alone, without addition of a salt of a polybasic organic oxy-acid it is however not possible to obtain a colloidal solution of, for instance, the oxalates, as will be evident from Examples 1 and 2 hereinafter.
If a-larger proportion of a salt of a polybasi'c oxy-acid is used, which approaches or exceeds a molecular proportion, their completely clear colloidal solutions of the sparingly soluble rare earth compounds are obtained.
4 The solutionsobtainable in accordance with the invention can be heated and concentrated without destroying their colloidal character; in
' fact the colloidal character persists even in the products obtained by drying the solutions. It is of especial advantage for the use of the preparations that peptization can be brought about even without the addition of a protective colloid. It is 7 however possible to use protective colloids together with the salts. of polybasic ,oxy-acids,
(compare Examples 3 and 4 hereinafter).
The sparingly-soluble compounds of the rare earths can also be converted into colloidal form with the aid of the usual protective colloids, such as gum arabic, degradation products of albumin and so on. In' this case it is advantageous to precipitate the sparingly soluble compound from an easily soluble salt in the presence of the protective colloid. Since however the compounds of the rare earths are converted into the colloidal state only with dimcult%, mere precipitation of the compoundin presen e of the protective colloid does not generally suflicer if however, the moist precipitated product still containing protective colloid is subjected to a grinding process,
there is obtained a colloidal solution which can either be used as such or can be converted by evaporation into a solid, dry preparation which can be redissolved to a. colloidal solution. It isv to be recommended in these cases that a further quantity of protective colloid should be added to the precipitated product before the grinding operation. The following examples illustrate the invention, the parts being, by weight: a t
' Example 1 5 parts of freshly precipitated oxalates. of
' a colloidal solution.
Example 2 I 5 parts of freshly precipitated oxalates of cerium earth metals are ground for 48 hours as in Example 1 together with 1 part. of water and 0.12 part of caustic soda solution of 20 per cent strength, but without a peptizer. No peptization occurs. If there is subsequently added 0.06 part of sodium citrate, the oxalates shortly become peptized and form a colloidal solution.
Example 3 1 part of freshly precipitated oxalates of cerium earth metals is ground together with 0.05 part of sodium citrate, 0.1 part of caustic soda solution of 20 per cent strength, 1 part of gum arabic' and 1.5 parts of water. A colloidal solution is obtained.
Example 4 1 part of freshly precipitated oxalates of cerium earth metals is ground together with 0.05 part of sodium tartrate, 0.1 part of caustic soda solution of 20 per cent strength, 1 part of gum arabic and 1.5 parts of water. A colloidal solution is obtained.
Example 5 4 parts of freshly precipitated cerium oxalateare ground for 48 hours together with 1 part of water, 0.06 part of sodium citrate and 0.12 part of caustic soda solution of 20 per cent strength. A colloidal solution is obtained.
Example 6 5 parts of freshly precipitated thorium oxalate are ground for 48 hours together with 1 part of water, 0.07 part of sodium citrate and-0.15 part of caustic soda solution of 20 per cent strength. The thorium oxalate passes'into the form of a colloidal solution.
Example 7 '1 part of the oxalates of cerium earth metals is heated whilst stirring together with 2 parts of sodium tartrate, 10 parts of water and 6 parts of caustic soda solution of 10 per cent strength. A colloidal suspension is formed.
Example 8 1 part of pure cerium oxalate, 4 parts of sodium malate, 15 parts of water and 3 parts of caustic soda solution of 10 per cent strength are heated to boiling, whereupon the insoluble residue gradually disappears.
Example 9 1 part of pure didymium oxalate, 2 parts of sodium tartrate, 10 parts of. water and 3 parts or caustic soda solution of 10 per cent strength are heated to boiling whilst stirring. The oxalate gradually-passes into the water.
parts of water.
Example 10 1 part of pure lanthanum oxalate, 2 parts of sodium tartrate, 10 parts of water and 3 parts of caustic soda solution of 10 per cent strength are'heated to boiling whilst stirring, whereupon the insoluble residue of the oxalate gradually disappears.
Example 11 To a solution of 10 parts of the nitrates o1 cerium earth metals in 1000 parts of distilled water there is added a solution of 15 parts of oxalic acid and 3 parts of gum arabic in The precipitate which is produced is allowed to settle, washed two or three times with water and-then ground in a ballmill whilst still wet with the addition of 2 parts.
of gum arabic. After some timethere is obtained a colloidal solution of cerium oxalate from which there can be obtained by evaporation a solid, dry preparation which can be redissolved to a colloidal solution. Instead of gum arabic there may be used another protective colloid, for
example an oxidation or degradation product of an albumin.
7 Example 12 "To a solution of 10 parts of cerium nitrate in 1000 parts of distilled water there is added a solution of 21 parts of sodium phosphate and 7 parts of gum arabic in 100 parts of water. The precipitate which is produced is washed and ground whilst still wet. After prolonged grinding there is obtained a colloidal solution of cerium phosphate.
What we claim is:
1. Preparing a colloid of a sparingly soluble salt of cerium, comprising treating said salt with an alkaline solution of a salt of an aliphatic polybasic oxy-aci d.
2. Preparing a colloid of a sparingly soluble salt of a metal taken from the group thorium, cerium, didymium and lanthanum, comprising treating said salt with an alkaline solution of a salt of an aliphatic polybasic oxy-acid.
3. As an anti-emetic, a colloidal, sparingly soluble salt of a metal taken from the group cerium, thorium, didymium and lanthanum.
4. As an anti-emetic, colloidal cerium oxalate.
5. An anti-emetic, comprising colloidal cerium oxalate as the principal ingredient, and an admixture of a. protective colloid.
6. An anti-emetic, comprising colloidal cerium oxalate as the principal ingredient, and an admixture of a salt of an aliphatic polybasic oxyacid.
7. An anti-emetic, comprising colloidal cerium oxalate as the principal'ingredient, and an ad- 1 mixture of a. salt of an aliphatic polybasic oxyacid, and of alkali.
8. A preparation having an anti-emetic action which contains cerium oxalate in the.colloidal state with the addition or gum arabic.
9. A preparation having an anti-emetic action which contains cerium oxalate in the colloidal state with the addition of an oxidation or degradation product of albumin.
CARL HERMANN, VON HOESSLE. RICHARD MULLER.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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DE2082233X | 1933-03-08 |
Publications (1)
Publication Number | Publication Date |
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US2082233A true US2082233A (en) | 1937-06-01 |
Family
ID=7984039
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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US714584A Expired - Lifetime US2082233A (en) | 1933-03-08 | 1934-03-08 | Manufacture of preparations having an anti-emetic action |
Country Status (1)
Country | Link |
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US (1) | US2082233A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2481413A (en) * | 1945-04-17 | 1949-09-06 | Wisconsin Alumni Res Found | Colloidal compounds containing metallic ions in inactive state |
US2481412A (en) * | 1945-03-26 | 1949-09-06 | Wisconsin Alumni Res Found | Inactivated compounds of antianemia metals |
WO2002045841A1 (en) * | 2000-12-08 | 2002-06-13 | Rhodia Electronics And Catalysis | Rare earth phosphate colloidal dispersion and preparation method |
WO2002045840A1 (en) * | 2000-12-08 | 2002-06-13 | Rhodia Electronics And Catalysis | Aqueous rare earth phosphate colloidal dispersion and preparation method |
-
1934
- 1934-03-08 US US714584A patent/US2082233A/en not_active Expired - Lifetime
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2481412A (en) * | 1945-03-26 | 1949-09-06 | Wisconsin Alumni Res Found | Inactivated compounds of antianemia metals |
US2481413A (en) * | 1945-04-17 | 1949-09-06 | Wisconsin Alumni Res Found | Colloidal compounds containing metallic ions in inactive state |
WO2002045841A1 (en) * | 2000-12-08 | 2002-06-13 | Rhodia Electronics And Catalysis | Rare earth phosphate colloidal dispersion and preparation method |
WO2002045840A1 (en) * | 2000-12-08 | 2002-06-13 | Rhodia Electronics And Catalysis | Aqueous rare earth phosphate colloidal dispersion and preparation method |
FR2817770A1 (en) * | 2000-12-08 | 2002-06-14 | Rhodia Terres Rares | AQUEOUS COLLOIDAL DISPERSION OF RARE EARTH PHOSPHATE AND PREPARATION METHOD |
FR2817771A1 (en) * | 2000-12-08 | 2002-06-14 | Rhodia Terres Rares | COLLOIDAL RARE EARTH PHOSPHATE DISPERSION AND PREPARATION METHOD |
US20040077732A1 (en) * | 2000-12-08 | 2004-04-22 | Jean-Yves Chane-Ching | Rare earth phospate colloidal dispersion and preparation method |
US7169820B2 (en) | 2000-12-08 | 2007-01-30 | Rhodia Electronics And Catalysis | Rare earth phosphate colloidal dispersion and preparation method |
CN1309467C (en) * | 2000-12-08 | 2007-04-11 | 罗狄亚电子与催化公司 | Aqueous rare earth phosphate collidal dispersion and preparation method |
US7572835B2 (en) | 2000-12-08 | 2009-08-11 | Rhodia Electronics & Catalysis | Dispersion of a rare earth phosphate, and a process for its preparation |
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