JPS63211232A - Hemostatic agent - Google Patents

Hemostatic agent

Info

Publication number
JPS63211232A
JPS63211232A JP4614287A JP4614287A JPS63211232A JP S63211232 A JPS63211232 A JP S63211232A JP 4614287 A JP4614287 A JP 4614287A JP 4614287 A JP4614287 A JP 4614287A JP S63211232 A JPS63211232 A JP S63211232A
Authority
JP
Japan
Prior art keywords
chitin
hydrochloride
hemostatic agent
derivative
treatment
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP4614287A
Other languages
Japanese (ja)
Other versions
JPH0813746B2 (en
Inventor
Koji Kibune
木船 紘爾
Yasuhiko Yamaguchi
山口 泰彦
Kenzo Motosugi
本杉 健三
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unitika Ltd
Original Assignee
Unitika Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Unitika Ltd filed Critical Unitika Ltd
Priority to JP4614287A priority Critical patent/JPH0813746B2/en
Publication of JPS63211232A publication Critical patent/JPS63211232A/en
Publication of JPH0813746B2 publication Critical patent/JPH0813746B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

PURPOSE:To obtain a hemostatic agent, consisting of chitin hydrochloride or chitin derivative hydrochloride and capable of rapidly, completely and safely stopping hemorrhagic wounds, such as surgical operation. CONSTITUTION:Chitin refers to a purified substance, consisting essentially of poly-N-acetyl-D-glucosamine obtained by subjecting an exoskeleton of crustaceans or insects to acid treatment, such as hydrochloric acid treatment, and alkali treatment, such as caustic soda treatment, and separating and purifying titanium white and calcium. Chitin derivatives refer to substances deacetylating and etherifying acetylamino groups of the chitin. Chitin hydrochloride or chitin derivative hydrochloride is hydrochloride of such chitin or derivative thereof or deacetylated substances thereof. The above-mentioned hydrochloride is used to prepare a pharmaceutical by a conventional method to afford the aimed substance, which can be prepared in the dosage form, such as powder, fiber or fibril.

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は、止血剤に関するものであり、さらに詳しくは
特に外科手術等における切開創、切除創などの出血部に
おける止血に有効な止血剤に関するものである。
DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a hemostatic agent, and more particularly to a hemostatic agent effective for stopping bleeding at bleeding sites such as incisions and excision wounds in surgical operations. It is something.

(従来の技術)(発明が解決しようとする問題点)従来
、外科手術等の出血を止血するものとして。
(Prior Art) (Problems to be Solved by the Invention) Conventionally, it has been used to stop bleeding during surgical operations, etc.

薬剤を中心にして多くのものが商品として使用されてい
る。その中で、物理的圧迫による止血及び凝血を促進す
る化学的な止血作用の両者を利用するタイプの止血剤と
して1例えば、ゼラチンスポンジ(商品名:スポンゼル
、山内製薬)、酸化セルローズ綿(商品名ニオキシセル
、三共製薬)。
Many things are used as commercial products, mainly medicines. Among them, hemostatic agents that utilize both physical pressure to stop hemorrhage and chemical hemostasis that promotes blood clotting include gelatin sponge (product name: Sponzel, Yamauchi Pharmaceutical), oxidized cellulose cotton (product name). Nioxycel, Sankyo Pharmaceutical).

コラーゲンの塩酸塩(商品名:アビテン、ゼリア薬品)
があげられる。これらは特に吻合、結紮が困難な場所に
対して使用されているが、短時間で。
Collagen hydrochloride (product name: Aviten, Zeria Pharmaceutical)
can be given. These are especially used for anastomoses, places where ligation is difficult, but in a short time.

完全に、かつ処置後に再出血がおこらないよう安全に止
血を行うという点では、必ずしも満足できるものではな
い。
It is not always satisfactory in terms of completely and safely stopping bleeding to prevent re-bleeding after the procedure.

また、特開昭59−88424号公報により。Also, according to Japanese Patent Application Laid-Open No. 59-88424.

キチンの脱アセチル化物であるキトサンに止血作用のあ
ることが知られている。
Chitosan, a deacetylated product of chitin, is known to have a hemostatic effect.

しかしながら、キトサンは、いかなる剤型で使用しても
、止血剤における止血効果としては、長時間に及ぶマイ
ルドな止血には効果があがるものの、急を嬰する手術等
において迅速な止血を行うには必ずしも充分なものでは
ない。
However, no matter what form chitosan is used in, it is effective for mild hemostasis over a long period of time as a hemostatic agent; It's not necessarily sufficient.

本発明の目的は、迅速で、完全に、かつ安全な止血を行
うことができる止血剤を提供することにある。
An object of the present invention is to provide a hemostatic agent capable of performing rapid, complete, and safe hemostasis.

(問題点を解決するための手段) 本発明者らは、上記の問題点を解決するために鋭意研究
を重ねた結果、キチンの塩酸塩又はキチン誘導体の塩酸
塩が止血剤として良好な性能を有することを見出し1本
発明に到達したものである。
(Means for Solving the Problems) As a result of extensive research to solve the above problems, the present inventors have found that chitin hydrochloride or chitin derivative hydrochloride has good performance as a hemostatic agent. The present invention was achieved by discovering that the present invention has the following properties.

すなわち2本発明は、キチンの塩酸塩又はキチン誘導体
の塩酸塩からなる止血剤を要旨とするものである。
That is, the gist of the present invention is a hemostatic agent comprising a hydrochloride of chitin or a hydrochloride of a chitin derivative.

本発明でキチンとは、甲殻類、昆虫類の外骨格等を、塩
酸処理等の酸処理ならびに力性ソーダ処理等のアルカリ
処理を行って、タン白及びカルシウム分を分離精製する
ことによって得られるポリ−N−アセチル−D−グルコ
サミンを主体とした精製物をいう。また、キチン誘導体
とは、このキチンのアセチルアミノ基の一部又は全部が
脱アセチル化された。いわゆる脱アセチルキチン又はキ
トサン、及びキチンのOH又はClI20H5を例えば
、エーテル化、エステル化、カルギキシメチル化、ヒド
ロキシエチル化、0−エチル化したものを意味するが1
本発明においては、精製された天然のキチンを、所望の
剤型とした後、15〜40重匿%の力性ソーダ水溶液を
用いて80〜120℃で30分〜5時間処理することに
よって脱アセチル化したものが好ましく用いられる。
In the present invention, chitin is obtained by subjecting the exoskeleton of crustaceans and insects to acid treatment such as hydrochloric acid treatment and alkali treatment such as hydrochloric acid treatment to separate and purify protein and calcium components. It refers to a purified product mainly consisting of poly-N-acetyl-D-glucosamine. Moreover, a chitin derivative is one in which part or all of the acetylamino groups of this chitin have been deacetylated. It means so-called deacetylated chitin or chitosan, and chitin OH or ClI20H5, for example, etherified, esterified, cargyxymethylated, hydroxyethylated, or 0-ethylated.1
In the present invention, purified natural chitin is made into a desired dosage form, and then treated with an aqueous solution of 15 to 40% sodium bicarbonate at 80 to 120°C for 30 minutes to 5 hours to remove the Acetylated ones are preferably used.

キチンの塩酸塩又はキチン誘導体の塩酸塩とは。What is chitin hydrochloride or chitin derivative hydrochloride?

これらのキチン又はキチン誘導体、好ましくは。These chitin or chitin derivatives, preferably.

脱アセチル化されたものの塩酸塩を意味する。塩酸塩は
、キチン又はキチン誘導体を2例えば、0.5〜3Nの
塩酸等の希塩酸で処理したのち余分の塩酸を濾過によっ
て除去するか、又は塩化水素ガスに接触させた後、水や
アルコール類で洗浄し、さらに乾燥することによって1
作成することができる。
Refers to the deacetylated hydrochloride. Hydrochloride can be obtained by treating chitin or a chitin derivative with dilute hydrochloric acid such as 0.5 to 3N hydrochloric acid, removing excess hydrochloric acid by filtration, or contacting it with hydrogen chloride gas, and then treating it with water or alcohol. 1 by washing with water and drying
can be created.

本発明において好ましいキチンの塩酸塩又はキチン誘導
体の塩酸塩は、その0.3gを25℃の水40CCの中
に入れ、攪拌してから測定したときのp 1)が4.5
以下、とくに2.5〜4.0のものである。
In the present invention, preferred chitin hydrochloride or chitin derivative hydrochloride has a p1) of 4.5 when 0.3 g is poured into 40 cc of water at 25°C, stirred, and then measured.
In particular, the following values are from 2.5 to 4.0.

塩酸塩のp HO調性は、塩酸塩の製造時の余分の塩酸
の濾過方法、水やアルコール類での洗浄時間。
The PHO tonality of hydrochloride is determined by the method of filtering excess hydrochloric acid during the production of hydrochloride, and the washing time with water or alcohol.

回数等を変えて、グルコサミン基と塩酸の結合量を変化
させることによって行うことができる。
This can be carried out by changing the number of times etc. to change the amount of binding between glucosamine groups and hydrochloric acid.

上記のごときキチンの塩酸塩又はキチンFaH!一体の
塩酸塩からなる本発明の止血剤は9例えば、外科術等の
切除部や切開部等に発生する出血部に装着可能な、粉末
、繊維、フィブリル、スポンジ。
The above chitin hydrochloride or chitin FaH! The hemostatic agent of the present invention, which is composed of an integral hydrochloride salt, can be used in the form of a powder, fiber, fibril, or sponge, which can be applied to a bleeding site that occurs at a resection or incision site, for example, in a surgical procedure.

フルム等の剤型であることが好ましいが、とくに粉末、
繊維、フィブリルが好ましく、繊゛維としては太さが1
0デニール以下で、長さが10cm以下の短繊維状のも
のが好ましい。これらの剤型の止血剤を作成するために
は、まず、キチン又はキチン誘導体の粉末を塩酸塩にし
た後に溶剤に溶解して2所望の剤型としてもよいし、あ
るいはキチン又はキチン誘導体を溶剤に溶解して得たド
ープを凝固して所望の剤型とした後、塩酸塩としてもよ
い。
It is preferable to use a dosage form such as flume, but especially powder,
Fibers and fibrils are preferred, and the fibers have a thickness of 1
Short fibers with a denier of 0 denier or less and a length of 10 cm or less are preferred. In order to create these dosage forms of hemostatic agents, the powder of chitin or chitin derivatives may first be made into a hydrochloride salt and then dissolved in a solvent to form the desired dosage form, or chitin or chitin derivatives may be dissolved in a solvent. After solidifying the dope obtained by dissolving it into a desired dosage form, it may be converted into a hydrochloride.

この際に使用する溶剤としては、アセチルグルコサミン
基の多いキチンの場合には1例えば、塩化リチウムを含
むN−メチルピロリドン又はジメチルアセトアミド溶液
や、トリクロル酢酸とハロゲン化炭化水素との混合溶液
が好ましく使用され。
In the case of chitin with many acetylglucosamine groups, the solvent used in this case is preferably a solution of N-methylpyrrolidone or dimethylacetamide containing lithium chloride, or a mixed solution of trichloroacetic acid and a halogenated hydrocarbon. It is.

一方、グルコサミン基の多いキチン(一般にはキトサン
と呼称される。)の場合には、酢酸等の酸水溶液を好ま
しく使用することができる。これら溶液から、前記の種
々の剤型の止血剤を作成するには、それぞれの剤型を作
成する個別の方法によって行うことができる。例えば、
繊維を作成するには、キチンドープをステンレスネット
等で濾過して未溶解分や異物を除いた後、ギヤーポンプ
等で輸送、計量し、ノズルから水、メタノール、エタノ
ール、ブタノール等のアルコール類、アセトン等のケト
ン類等からなる凝固液中に押し出して凝固する。凝固し
た糸条は2例えば、廻転ローラー等で2〜50m/si
n程度の速度で引き取り。
On the other hand, in the case of chitin (generally called chitosan) which has many glucosamine groups, an aqueous acid solution such as acetic acid can be preferably used. The various dosage forms of hemostatic agents described above can be prepared from these solutions by individual methods for producing each dosage form. for example,
To create fibers, the chitin dope is filtered through a stainless steel net to remove undissolved matter and foreign matter, then transported and weighed using a gear pump, and then passed through a nozzle to water, alcohols such as methanol, ethanol, butanol, acetone, etc. It is coagulated by extruding it into a coagulating liquid consisting of ketones, etc. The coagulated yarn is heated at 2 to 50 m/si using a rotating roller, etc.
Pick up at a speed of about n.

ワインダー等によって捲き取り、さらに洗浄を行って、
糸条中に含まれる溶剤を十分に除去した後。
Wind it up with a winder, etc., and wash it further.
After sufficiently removing the solvent contained in the yarn.

乾燥すればよい。Just dry it.

得られた繊維から、その塩酸塩を作成するには前記の方
法によって行うことができる。
The hydrochloride salt can be prepared from the obtained fiber by the method described above.

本発明の止血剤は、乾燥状態で出血部に付与すればよい
が、付与直後に、その上部から木綿ガーゼ等で数分間圧
迫すると、より良い効果を発揮する。
The hemostatic agent of the present invention may be applied to the bleeding area in a dry state, but it will be more effective if it is compressed from above with cotton gauze or the like for several minutes immediately after application.

(実施例) 以下、実施例をあげて本発明をさらに具体的に説明する
(Examples) Hereinafter, the present invention will be explained in more detail by giving examples.

実施例1.比較例1.2 キチンの粉末(片倉チツカリン製)を100メツシユに
粉砕し、lN−HClにて4℃で1時間処理し、さらに
3%NaOH液中で3時間、90℃で加熱処理し、再度
キチンの粉末中に含まれるカルシウム分及び蛋白質を除
去し、水洗を繰り返し乾燥した。得られたキチンは、塩
化リチウムを8重量%含むジメチルアセトアミド溶液に
0.2重量%の濃度になるように溶解した溶液の粘度が
30℃において251センチボイズの値を示すものであ
った。このキチンを7重量%の塩化リチウムを含んだジ
メチルアセトアミド溶液に7重量%になるように溶解し
た。得られたドープは1480メツシユ金網で濾過し、
放置脱泡のうえ、タンクに入れ加圧下でギヤーポンプに
て輸送し、1000ホールのノズルより吐出itl1g
/winの割合で80℃の熱水中に押出して凝固し、 
 l Q m/winの速度でローラーに引き取った。
Example 1. Comparative Example 1.2 Chitin powder (manufactured by Chitsukarin Katakura) was ground into 100 meshes, treated with 1N-HCl at 4°C for 1 hour, and further heat-treated in 3% NaOH solution at 90°C for 3 hours, Calcium and protein contained in the chitin powder were removed again, and the powder was repeatedly washed with water and dried. The obtained chitin was dissolved in a dimethylacetamide solution containing 8% by weight of lithium chloride to a concentration of 0.2% by weight, and the viscosity of the solution was 251 centivoise at 30°C. This chitin was dissolved at a concentration of 7% by weight in a dimethylacetamide solution containing 7% by weight of lithium chloride. The obtained dope was filtered through a 1480 mesh wire mesh,
After being left to defoam, it is placed in a tank and transported using a gear pump under pressure, and then it is discharged from a 1000-hole nozzle at 1 g of it.
/win extruded into hot water at 80°C to solidify,
It was taken up by rollers at a speed of l Q m/win.

得られた糸条を水で十分に洗浄したのち乾燥して1単糸
デニール0.73デニール、強度3.0g/dの繊維を
得た。得られた繊維を51にカットし、23重重量% 
a 01(水溶液にて120℃で1時間処理して中和を
行ったのち洗浄、乾燥を行って綿状物を得た。次いで。
The obtained yarn was thoroughly washed with water and then dried to obtain a fiber having a denier of 0.73 denier per single yarn and a strength of 3.0 g/d. The obtained fiber was cut into 51 pieces and 23% by weight.
a 01 (treated with an aqueous solution at 120° C. for 1 hour to neutralize, washed and dried to obtain a flocculent material. Then).

この綿状物を2N−塩酸に浸漬し、約20℃で30分間
処理した。処理後、吸引式濾過ビンで繊維の周囲の余分
の塩酸を除去したのち、約20℃のメタノールを用いて
30分間の洗浄を2回繰り返した後、乾燥してキチン繊
維からなる止血剤を得た。
This cotton material was immersed in 2N hydrochloric acid and treated at about 20°C for 30 minutes. After the treatment, excess hydrochloric acid around the fibers was removed using a suction filter bottle, and then washed twice for 30 minutes using methanol at about 20°C, and then dried to obtain a hemostatic agent made of chitin fibers. Ta.

このキチン繊維からなる止血剤0.3gを40℃の水中
に投入して25℃でpHを測定したところ2.9であっ
た。
When 0.3 g of the hemostatic agent made of this chitin fiber was put into 40°C water and the pH was measured at 25°C, it was found to be 2.9.

上記のようにして得られた止血剤の効果を以下のように
して確認した。
The effect of the hemostatic agent obtained as described above was confirmed as follows.

すなわち9体重5.8kgの雑成犬にバルビタール薬に
て麻酔を行い、電気メスにて胸部を切開した後、肺臓を
取出した。肺臓の表面に手術用はさみでたて4龍×よこ
4cmの3コの切除部を作成したところ、いずれも定常
的な出血をみた。これらの傷に対して、実施例1の止血
剤、実施例1において塩酸塩にする前の線状物、(比較
例1)、あるいは牛真皮をアルカリ処理することによっ
て得られた微線維状コラーゲンを塩酸塩としたもの(比
較例2)を、それぞれ約5On+g付与した後、その上
から木綿のガーゼで約2分間圧迫し、ついでガーゼを取
り除いたところ、実施例1のものを付与した傷あるいは
比較例2のものを付与した傷では出血が止っていたが、
比較例1のものを付与した傷では依然として出血が止っ
ていなかった。その後。
Specifically, a 9-year-old adult dog weighing 5.8 kg was anesthetized with a barbital drug, the chest was incised with an electric scalpel, and the lungs were removed. Three incisions measuring 4 cm in length and 4 cm in width were made on the surface of the lung using surgical scissors, and steady bleeding was observed in all of them. For these wounds, the hemostatic agent of Example 1, the linear material in Example 1 before being converted into hydrochloride (Comparative Example 1), or the microfibrous collagen obtained by alkali treatment of bovine dermis. After applying about 5 On+g of hydrochloride (Comparative Example 2), pressure was applied on top of it for about 2 minutes with cotton gauze, and then the gauze was removed. Bleeding had stopped in the wound treated with Comparative Example 2, but
Bleeding still had not stopped in the wound to which Comparative Example 1 was applied. after that.

そのままの状態で約20分間放置したところ、比較例2
のものを付与した傷かられずかな出血が始まり放置と共
に出血は激しくなった。これに対し。
When left as it was for about 20 minutes, Comparative Example 2
A small amount of bleeding started from the wound where the object was applied, and the bleeding became more intense as it was left untreated. Against this.

実施例1のものを付与した傷は20分後も完全な止血が
行われており、出血はみられなかった。
Even after 20 minutes, complete hemostasis was observed in the wound to which the wound of Example 1 was applied, and no bleeding was observed.

実施例2.比較例3.4 0.2M酢酸水溶液に0.2重量%溶解したときの粘度
が20℃で54センチボイズであるキトサン粉末(共和
油脂!?りを十分に乾燥した後、この粉末を20℃で、
濃塩酸中から発生する塩化水素ガス中に30分間暴露し
た後、メタノールを用いた30分間の洗浄を2回くり返
したのち、乾燥してキトサンの塩酸塩からなる止血剤を
得た。
Example 2. Comparative Example 3.4 Chitosan powder having a viscosity of 54 centiboise at 20°C when dissolved at 0.2% by weight in a 0.2M acetic acid aqueous solution (Kyowa Yushi!) was thoroughly dried, and then this powder was dissolved at 20°C. ,
After being exposed to hydrogen chloride gas generated from concentrated hydrochloric acid for 30 minutes, the sample was washed twice with methanol for 30 minutes, and then dried to obtain a hemostatic agent made of chitosan hydrochloride.

この止血剤の効果の確認を体重6.4kgの雑成犬を使
用して行った。まず、この雑成犬をバルビタール薬にて
麻酔した後、電気メスにて胸部を切開し、肝臓を取り出
した。
The effectiveness of this hemostatic agent was confirmed using a mixed adult dog weighing 6.4 kg. First, this adult dog was anesthetized with barbital, the chest was incised using an electric scalpel, and the liver was removed.

手術用はさみにて肝臓の端部から、たて1cm。Using surgical scissors, cut 1 cm vertically from the edge of the liver.

よこ2cm、厚み1龍の大きさの小片を3個切除したと
ころ、切除部からそれぞれ出血をみた。それぞれの切除
部に実施例2の止血剤、実施例2において塩酸塩にする
前のキトサン粉末(比較例3)。
When three small pieces, each 2 cm wide and 1 dragon in thickness, were removed, bleeding was observed from each of the cut sites. The hemostatic agent of Example 2 was applied to each resection site, and the chitosan powder before being converted into hydrochloride in Example 2 (Comparative Example 3).

あるいは酸化セルローズ綿(比較例4)を約301mg
付与した後、その上部から木綿ガーゼで約2分間圧迫し
、ついでガーゼを取り除(と、実施例2のものを付与し
た傷あるいは比較例4のものを付与した傷は、出血して
いなかったのに対し、比較例3のものを付与した傷は全
体から出血が続いていた。そのまま30分間放置したと
ころ、実施例2のものを付与した傷は止血したままであ
ったが。
Or about 301 mg of oxidized cellulose cotton (Comparative Example 4)
After application, pressure was applied to the upper part of the wound for about 2 minutes with cotton gauze, and then the gauze was removed. On the other hand, the wound to which Comparative Example 3 was applied continued to bleed all over. When the wound was left as it was for 30 minutes, the wound to which Example 2 was applied remained stopped bleeding.

比較例4のものを付与した傷からは再び出血がはじまっ
た。
Bleeding started again from the wound to which Comparative Example 4 was applied.

(発明の効果) 本発明の止血剤は、外科手術等における止血剤に対して
優れた止血効果を発揮するものであり。
(Effects of the Invention) The hemostatic agent of the present invention exhibits an excellent hemostatic effect compared to hemostatic agents used in surgical operations and the like.

特に止血効果、使用性において優れているものである。It is particularly excellent in hemostatic effect and usability.

Claims (1)

【特許請求の範囲】[Claims] (1)キチンの塩酸塩又はキチン誘導体の塩酸塩からな
る止血剤。
(1) A hemostatic agent consisting of chitin hydrochloride or chitin derivative hydrochloride.
JP4614287A 1987-02-27 1987-02-27 Hemostatic agent Expired - Lifetime JPH0813746B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP4614287A JPH0813746B2 (en) 1987-02-27 1987-02-27 Hemostatic agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP4614287A JPH0813746B2 (en) 1987-02-27 1987-02-27 Hemostatic agent

Publications (2)

Publication Number Publication Date
JPS63211232A true JPS63211232A (en) 1988-09-02
JPH0813746B2 JPH0813746B2 (en) 1996-02-14

Family

ID=12738720

Family Applications (1)

Application Number Title Priority Date Filing Date
JP4614287A Expired - Lifetime JPH0813746B2 (en) 1987-02-27 1987-02-27 Hemostatic agent

Country Status (1)

Country Link
JP (1) JPH0813746B2 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09169653A (en) * 1995-12-22 1997-06-30 Unitika Ltd Chitin-based hemostatic agent
JPH09169654A (en) * 1995-12-22 1997-06-30 Unitika Ltd Hemostatic agent
JP2004526705A (en) * 2001-02-12 2004-09-02 マリン ポリマー テクノロジーズ,インコーポレーテッド Compositions and methods for modulation of vasculature and / or function
JP2010024146A (en) * 2008-07-15 2010-02-04 Unitika Ltd Hemostat

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09169653A (en) * 1995-12-22 1997-06-30 Unitika Ltd Chitin-based hemostatic agent
JPH09169654A (en) * 1995-12-22 1997-06-30 Unitika Ltd Hemostatic agent
JP2004526705A (en) * 2001-02-12 2004-09-02 マリン ポリマー テクノロジーズ,インコーポレーテッド Compositions and methods for modulation of vasculature and / or function
US8481512B2 (en) 2001-02-12 2013-07-09 Marine Polymer Technologies, Inc. Compositions and methods for modulation of vascular structure and/or function
US8859528B2 (en) 2001-02-12 2014-10-14 Marine Polymer Technologies, Inc. Compositions and methods for modulation of vascular structure and/or function
JP2016053067A (en) * 2001-02-12 2016-04-14 マリン ポリマー テクノロジーズ,インコーポレーテッド Compositions and methods for modulation of vascular structure and/or function
JP2010024146A (en) * 2008-07-15 2010-02-04 Unitika Ltd Hemostat

Also Published As

Publication number Publication date
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